1-(2,5-Dimethoxyphenyl)propan-2-one (2,5-DMP2P) [C11H14O3]

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11 reactions in Reaxys

2017-11-08 09h:23m:58s (EST)

O O

1. Query O

Search as: As drawn

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O

O

O

O

O

HO

O

O

HO

HO

O

Rx-ID: 8644964 View in Reaxys 1/11 Yield

Conditions & References

12 %, 28 %

With tetrapropylammonium perruthennate, 3 A molecular sieve, 4-methylmorpholine N-oxide in dichloromethane, Time= 18h, T= 20 °C , Oxidation Gill, Melvyn; Harte, Michael F.; Ten, Abilio; Australian Journal of Chemistry; vol. 53; nb. 4; (2000); p. 245 - 256 View in Reaxys O

O

O

HO

O

O

Rx-ID: 4769608 View in Reaxys 2/11 Yield

Conditions & References

63 %

With jones reagent in acetone, Time= 1h, T= 0 °C Majetich, George; Liu, Shuang; Fang, Jing; Siesel, David; Zhang, Yong; Journal of Organic Chemistry; vol. 62; nb. 20; (1997); p. 6928 - 6951 View in Reaxys O O

O

O

O

Rx-ID: 17131059 View in Reaxys 3/11 Yield

Conditions & References Reaction Steps: 2 1: 58 percent / n-BuLi, TMEDA / diethyl ether; hexane / 1.) room temperature, 6 h, 2.) room temperature, 8 h 2: 63 percent / Jones reagent / acetone / 1 h / 0 °C With n-butyllithium, jones reagent, N,N,N',N,-tetramethylethylenediamine in diethyl ether, hexane, acetone Majetich, George; Liu, Shuang; Fang, Jing; Siesel, David; Zhang, Yong; Journal of Organic Chemistry; vol. 62; nb. 20; (1997); p. 6928 - 6951 View in Reaxys Reaction Steps: 2 1: 1.) trifluoromethanesulfonic acid (TFSA) / 1.) CH2Cl2, -40 deg C, 10 min, 2.) -78 deg C to 20 deg C 2: H2O, trifluoromethanesulfonic acid (TFSA) With trifluorormethanesulfonic acid, water Okabe, Kazuaki; Ohwada, Tomohiko; Ohta, Toshiharu; Shudo, Koichi; Journal of Organic Chemistry; vol. 54; nb. 4; (1989); p. 733 - 734 View in Reaxys O O

Br

O O

O

Cl O

Rx-ID: 3346538 View in Reaxys 4/11 Yield 34 %

Conditions & References With (bpy)NiBr2, tetra-n-butylammonium tetrafluoroborate, T= 80 °C , Al rod/nickel-sponge, electrolysis

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Durandetti; Sibille; Nedelec; Perichon; Synthetic Communications; vol. 24; nb. 2; (1994); p. 145 - 151 View in Reaxys 34 %

With (bpy)NiBr2, tetra-n-butylammonium tetrafluoroborate in N,N-dimethyl-formamide, T= 70 °C , i = 250 mA, nickelsponge cathode Durandetti, Muriel; Nedelec, Jean-Yves; Perichon, Jacques; Journal of Organic Chemistry; vol. 61; nb. 5; (1996); p. 1748 - 1755 View in Reaxys O

O

O

O O

N O

O

Rx-ID: 1798105 View in Reaxys 5/11 Yield

Conditions & References

52 %

With hydrogen, acetic acid, nickel, Time= 2h, T= 25 °C Rosowsky, Andre; Mota, Clara E.; Wright, Joel E.; Freisheim, James H.; Heusner, James J.; et al.; Journal of Medicinal Chemistry; vol. 36; nb. 21; (1993); p. 3103 - 3112 View in Reaxys With hydrogen, palladium on activated charcoal in ethanol Coutts; Malicky; Canadian Journal of Chemistry; vol. 51; nb. 9; (1973); p. 1402 - 1409 View in Reaxys O

O

O

O

O

O

Rx-ID: 18743898 View in Reaxys 6/11 Yield

Conditions & References Reaction Steps: 2 1: 90 percent / NH4OAc / 7 h / 105 °C 2: 52 percent / H2, glacial AcOH / Raney Ni / 2 h / 25 °C With ammonium acetate, hydrogen, acetic acid, nickel Rosowsky, Andre; Mota, Clara E.; Wright, Joel E.; Freisheim, James H.; Heusner, James J.; et al.; Journal of Medicinal Chemistry; vol. 36; nb. 21; (1993); p. 3103 - 3112 View in Reaxys Reaction Steps: 2 1: NH4OAc / acetic acid 2: H2 / Pd-C / ethanol With ammonium acetate, hydrogen, palladium on activated charcoal in ethanol, acetic acid Coutts; Malicky; Canadian Journal of Chemistry; vol. 51; nb. 9; (1973); p. 1402 - 1409 View in Reaxys

O

O O

O O

O

O

Rx-ID: 2556714 View in Reaxys 7/11 Yield

Conditions & References With trifluorormethanesulfonic acid, water, Yield given

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Okabe, Kazuaki; Ohwada, Tomohiko; Ohta, Toshiharu; Shudo, Koichi; Journal of Organic Chemistry; vol. 54; nb. 4; (1989); p. 733 - 734 View in Reaxys O O

O O

O

O

Rx-ID: 3528126 View in Reaxys 8/11 Yield

Conditions & References

39 %

With manganese triacetate, acetic acid, Time= 0.666667h, Heating Kurz, Michael E.; Baru, Vijayalakshmi; Nguyen, P-Nhi; Journal of Organic Chemistry; vol. 49; nb. 9; (1984); p. 1603 - 1607 View in Reaxys

O

O

O

NE

O

O O

Rx-ID: 3704093 View in Reaxys 9/11 Yield

Conditions & References

90 %

With hydrogenchloride in methanol, Time= 10h, T= 65 °C Shatzmiller, Shimon; Lidor, Ramy; Shalom, Eytan; Bahar, Eliezer; Journal of the Chemical Society, Chemical Communications; nb. 12; (1984); p. 795 - 796 View in Reaxys O O

O

Rx-ID: 7253745 View in Reaxys 10/11 Yield

Conditions & References Patent; Merck Co.Inc.; FR1496706; (1962); ; vol. 69; nb. 36445n; (1968) View in Reaxys Patent; Merck and Co.; BE614410; (1962); ; vol. 59; nb. 1753; (1963) View in Reaxys Struck et al.; Tetrahedron Letters; (1967); p. 1589,1590, 1591, 1593 View in Reaxys O

O

O

O

HO

O

O

Rx-ID: 384021 View in Reaxys 11/11 Yield

Conditions & References With chloroform, phosphorus pentachloride, Durch Eintragen der hergestellten Saeurechlorids in Benzol in aether. Diazomethan-Loesung und Behandeln einer Loesung des Reaktionsprodukts in Chloroform mit wss. HI Weiss; Nord; Archives of Biochemistry; vol. 22; (1949); p. 288,307 View in Reaxys

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