1-phenylethane-1,2-diol to 2-phenylacetaldehyde

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1 Synthesize

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Rx-ID: 436912

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With ethanol; with phosphoric acid impregnated pumice stone

T=220 - 225°C; P=100 - 125 Torr;

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

With ethanol; phosphoric acid; silica gel

T=220 - 225°C; P=100 - 125 Torr;

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

With sulfuric acid

Zincke

Justus Liebigs Annalen der Chemie, 1883 , vol. 216, p. 303 Justus Liebigs Annalen der Chemie, 1887 , vol. 240, p. 137 Full Text Show Details

Hide Details 98 % Chromat.

With H-ZS-5 zeolite

T=250°C; vaporised substrate diluted with steam, time of stream 6 h, WHSV 30 h-1;

Paparatto, G.; Gregorio, G.

Tetrahedron Letters, 1988 , vol. 29, # 12 p. 1471 - 1472

Title/Abstract Full Text View citing articles Show Details

98 % Chromat.

With H-ZSM-5 zeolite

T=250°C; vaporized substrate diluted with steam; Silicalite, silica-alumina, and alumina catalysts, different temperature, time of stream and WHSV; Product distribution;

Paparatto, G.; Gregorio, G.

Tetrahedron Letters, 1988 , vol. 29, # 12 p. 1471 - 1472

Title/Abstract Full Text View citing articles Show Details


96 % Chromat.

With silica gel

T=250°C; vaporized substrate diluted with steam; other silica gel catalysts, various pH, temperature, time of stream and WHSV; Product distribution;

Paparatto, G.; Gregorio, G.

Tetrahedron Letters, 1988 , vol. 29, # 12 p. 1471 - 1472

Title/Abstract Full Text View citing articles Show Details

97 %Chromat.

With sulfuric acid in water

T=170°C; P=15001.5 Torr; 0.5 h; Microwave irradiationGreen chemistry; Catalytic behavior; Reagent/catalystSolventTime; Hide Experimental Procedure

Le Guenic, Sarah; Ceballos, Claire; Len, Christophe

Journal of Molecular Catalysis A: Chemical, 2016 , vol. 411, p. 72 - 77

Title/Abstract Full Text View citing articles Show Details

General procedure for the synthesis of phenylacetaldehyde in water-CPME as biphasic media from 1-phenylethan-1,2-diol

General procedure: General procedure for the synthesis of phenylacetaldehyde in water-CPME as biphasic media from 1-phenylethan-1,2-diol In a typical experiment, a 10 mL glass vessel was charged with water (0.5 mL), CPME (1.4 mL), 1-phenylethan-1,2-diol (1, 100 mg, 0.725 mmol) and a catalyst (20 molpercent). The vessel was sealed with a septum, placed in the microwave apparatus (AntonPaar Monowave 300) and heated to the desired temperature under magnetic stirring (600 rpm) for the desired time. Temperature in the vessel was measured by means of an IR sensor. At the end of the reaction, the vessel was cooled down to 40 °C using compressed air. Then, the reaction mixture was diluted in 100 mL of acetonitrile. An aliquot of the diluted solution was taken (ca. 1.5 mL) and filtered prior to analysis through a syringe filter (PTFE, 0.45 μm, VWR). A

B

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2 Synthesize

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Rx-ID: 30814227

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A: 85% B: 10%

With [Et3NH]+HSO4-

T=80°C; P=12751.3 Torr; 0.0833333 h; Microwave irradiation;

Henderson, Luke C.; Byrne, Nolene

Green Chemistry, 2011 , vol. 13, # 4 p. 813 - 816

Title/Abstract Full Text View citing articles Show Details

A: 25% B: 70%

With sulfuric acid in water; ethyl acetate

T=170°C; P=15001.5 Torr; 0.5 h; Microwave irradiation; Catalytic behavior; Reagent/catalystSolvent; Hide Experimental Procedure

Le Guenic, Sarah; Ceballos, Claire; Len, Christophe

Journal of Molecular Catalysis A: Chemical, 2016 , vol. 411, p. 72 - 77

Title/Abstract Full Text View citing articles Show Details

General procedure for the synthesis of phenylacetaldehyde in water-CPME as biphasic media from 1-phenylethan-1,2-diol

General procedure: General procedure for the synthesis of phenylacetaldehyde in water-CPME as biphasic media from 1-phenylethan-1,2-diol In a typical experiment, a 10 mL glass vessel was charged with water (0.5 mL), CPME (1.4 mL), 1-phenylethan-1,2-diol (1, 100 mg, 0.725 mmol) and a catalyst (20 molpercent). The vessel was sealed with a septum, placed in the microwave apparatus (AntonPaar Monowave 300) and heated to the desired temperature under magnetic stirring (600 rpm) for the desired time. Temperature in the vessel was measured by means of an IR sensor. At the end of the reaction, the vessel was cooled down to 40 °C using compressed air. Then, the reaction mixture was diluted in 100 mL of acetonitrile. An aliquot of the diluted solution was taken (ca. 1.5 mL) and filtered prior to analysis through a syringe filter (PTFE, 0.45 μm, VWR). A

B

C

D

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3 Synthesize

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A: 39 %Chromat.

With hydrogen in benzene

T=150°C; P=10501.1 Torr; 24 h; Autoclave;

Denning, Alana L.; Dang, Huong; Liu, Zhimin; Nicholas, Kenneth M.; Jentoft, Friederike C.

ChemCatChem, 2013 , vol. 5, # 12 p. 3567 - 3570


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A

B

C

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4 Synthesize

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Multi-step reaction with 2 steps 1: thionyl chloride; triethylamine / diethyl ether / 4 h 2: acetonitrile / 3 h / Photolysis

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Rx-ID: 33845790

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White, Rick C.; Arney Jr., Benny E.; Ihmels, Heiko

Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 1208 - 1212 Title/Abstract Full Text View citing articles Show Details

A

B

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5 Synthesize

Find similar A: 21 %Chromat.

Rx-ID: 33905502

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With water; sodium chloride

T=180°C; 16 h; Autoclave; chemoselective reaction;

Avola, Sabine; Goettmann, Frederic; Antonietti, Markus; Kunz, Werner

New Journal of Chemistry, 2012 , vol. 36, # 8 p. 1568 1573

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With water

T=200°C; 16 h; Autoclave; chemoselective reaction;

Avola, Sabine; Goettmann, Frederic; Antonietti, Markus; Kunz, Werner

New Journal of Chemistry, 2012 , vol. 36, # 8 p. 1568 1573

Title/Abstract Full Text View citing articles Show Details

B: 22 %Chromat.

A: 84 %Chromat. B: 16 %Chromat.

A

B

C

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6 Synthesize

Find similar A: 4.9 % Chromat. B: 59 % Chromat. C: 9.4 % Chromat.

With diazomethane; sulfuric acid in benzene

T=25°C; 0.5 h;

Rx-ID: 4152516

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Takeuchi, Hiroshi; Kishioka, Hiroaki; Kitajima, Kunio

Journal of Physical Organic Chemistry, 1995 , vol. 8, # 2 p. 121 - 126 Title/Abstract Full Text Show Details


7 Synthesize

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Rx-ID: 8236409

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Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=550 - 600°C; P=125 - 165 Torr;

Full Text Show Details

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=200 - 225°C; P=105 - 125 Torr;

Full Text Show Details

8 Synthesize

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Rx-ID: 8236412

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Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=200 - 225°C; P=105 - 125 Torr;

Full Text Show Details

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=550 - 600°C; P=125 - 165 Torr;

Full Text Show Details

9 Synthesize

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T=200 - 225°C; P=105 - 125 Torr;

Rx-ID: 8236413

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Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details


Monsanto Chem. Co.

Patent: US2444400 , 1943 ; Full Text Show Details

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=550 - 600°C; P=125 - 165 Torr;

Full Text Show Details

10 Synthesize

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Rx-ID: 8236414

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Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=200 - 225°C; P=105 - 125 Torr;

Full Text Show Details

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=550 - 600°C; P=125 - 165 Torr;

Full Text Show Details

11 Synthesize

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T=550 - 600°C; P=125 - 165 Torr;

Rx-ID: 8236415

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Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ; Full Text Show Details

T=200 - 225°C; P=105 - 125 Torr;

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ; Full Text Show Details


12 Synthesize

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Rx-ID: 8236416

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Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=200 - 225°C; P=105 - 125 Torr;

Full Text Show Details

Emerson; Agnew

Journal of the American Chemical Society, 1945 , vol. 67, p. 518,520 Full Text Show Details

Monsanto Chem. Co.

Patent: US2444400 , 1943 ;

T=550 - 600°C; P=125 - 165 Torr;

Full Text Show Details

13 Synthesize

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Rx-ID: 6680228

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Zincke

Justus Liebigs Annalen der Chemie, 1883 , vol. 216, p. 303 Justus Liebigs Annalen der Chemie, 1887 , vol. 240, p. 137 Full Text Show Details

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13 reactions out of 13 substances and 10 citations

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