2-(2,5-dimethoxyphenyl)acetaldehyde

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11 reactions in Reaxys

2016-05-04 15h:31m:12s (EST)

O O

1. Query

O

Search as: As drawn

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O

O

O

O O

O

Rx-ID: 3642511 View in Reaxys 1/11 Yield

Conditions & References With perchloric acid in diethyl ether, Time= 0.75h 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

3.02 g

With hydrogenchloride, water in tetrahydrofuran, Reflux Beierlein, Jennifer M.; Frey, Kathleen M.; Bolstad, David B.; Pelphrey, Phillip M.; Joska, Tammy M.; Smith, Adrienne E.; Priestley, Nigel D.; Wright, Dennis L.; Anderson, Amy C.; Journal of Medicinal Chemistry; vol. 51; nb. 23; (2008); p. 7532 - 7540 View in Reaxys

O

O

O

O O

O

O

Rx-ID: 37881689 View in Reaxys 2/11 Yield

Conditions & References With diisobutylaluminium hydride in dichloromethane, T= -78 °C Gualandi, Andrea; Canestrari, Pietro; Emer, Enrico; Cozzi, Pier Giorgio; Advanced Synthesis and Catalysis; vol. 356; nb. 2-3; (2014); p. 528 - 536 View in Reaxys

O

O

HO

O

O

O

O

Rx-ID: 22575238 View in Reaxys 3/11 Yield

Conditions & References Reaction Steps: 3 1: H2SO4 2: LiAlH4 3: Py*HClCrO3, NaOAc With lithium aluminium tetrahydride, Py*HClCrO3, sulfuric acid, sodium acetate Vig,O.P. et al.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 15B; (1977); p. 988 - 990 View in Reaxys Reaction Steps: 2 1: thionyl chloride / 0 - 20 °C 2: diisobutylaluminium hydride / dichloromethane / -78 °C With thionyl chloride, diisobutylaluminium hydride in dichloromethane Gualandi, Andrea; Canestrari, Pietro; Emer, Enrico; Cozzi, Pier Giorgio; Advanced Synthesis and Catalysis; vol. 356; nb. 2-3; (2014); p. 528 - 536 View in Reaxys

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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O

O

O O O

Rx-ID: 19449278 View in Reaxys 4/11 Yield

Conditions & References Reaction Steps: 3 1: 65 percent / diphenyl ether / 12 h / 180 °C 2: K2CO3 / acetone / Heating 3: 1.) OsO4, 2.) sodium metaperiodate / 1.) THF, water, 0 deg C, 1 h, 2.) 0 deg C, 0.5 h; room temperature, 3 h With sodium periodate, osmium(VIII) oxide, potassium carbonate in diphenylether, acetone Deshmukh, M. N.; Joshi, Shreerang V.; Synthetic Communications; vol. 18; nb. 13; (1988); p. 1483 - 1490 View in Reaxys

HO

O

O

O

O

Rx-ID: 19449914 View in Reaxys 5/11 Yield

Conditions & References Reaction Steps: 2 1: K2CO3 / acetone / Heating 2: 1.) OsO4, 2.) sodium metaperiodate / 1.) THF, water, 0 deg C, 1 h, 2.) 0 deg C, 0.5 h; room temperature, 3 h With sodium periodate, osmium(VIII) oxide, potassium carbonate in acetone Deshmukh, M. N.; Joshi, Shreerang V.; Synthetic Communications; vol. 18; nb. 13; (1988); p. 1483 - 1490 View in Reaxys

O O

OH

O O

Rx-ID: 19460417 View in Reaxys 6/11 Yield

Conditions & References Reaction Steps: 4 1: K2CO3 / acetone / Heating 2: 65 percent / diphenyl ether / 12 h / 180 °C 3: K2CO3 / acetone / Heating 4: 1.) OsO4, 2.) sodium metaperiodate / 1.) THF, water, 0 deg C, 1 h, 2.) 0 deg C, 0.5 h; room temperature, 3 h With sodium periodate, osmium(VIII) oxide, potassium carbonate in diphenylether, acetone Deshmukh, M. N.; Joshi, Shreerang V.; Synthetic Communications; vol. 18; nb. 13; (1988); p. 1483 - 1490 View in Reaxys

O

O

O

O O

Rx-ID: 2203329 View in Reaxys 7/11 Yield

Conditions & References With sodium periodate, osmium(VIII) oxide, 1.) THF, water, 0 deg C, 1 h, 2.) 0 deg C, 0.5 h; room temperature, 3 h, Yield given. Multistep reaction Deshmukh, M. N.; Joshi, Shreerang V.; Synthetic Communications; vol. 18; nb. 13; (1988); p. 1483 - 1490

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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View in Reaxys

O

O

O

O

HO

O

Rx-ID: 4304289 View in Reaxys 8/11 Yield

Conditions & References With Py*HClCrO3, sodium acetate Vig,O.P. et al.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 15B; (1977); p. 988 - 990 View in Reaxys

O

O

O

O O

O

Rx-ID: 22567316 View in Reaxys 9/11 Yield

Conditions & References Reaction Steps: 4 1: (i) sulfur, morpholine, (ii) NaOH 2: H2SO4 3: LiAlH4 4: Py*HClCrO3, NaOAc With lithium aluminium tetrahydride, Py*HClCrO3, sulfuric acid, sodium acetate Vig,O.P. et al.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 15B; (1977); p. 988 - 990 View in Reaxys

O

O

O O

O O

O

Rx-ID: 22574885 View in Reaxys 10/11 Yield

Conditions & References Reaction Steps: 2 1: LiAlH4 2: Py*HClCrO3, NaOAc With lithium aluminium tetrahydride, Py*HClCrO3, sodium acetate Vig,O.P. et al.; Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry; vol. 15B; (1977); p. 988 - 990 View in Reaxys

O

O O

O O

O

O

O

Rx-ID: 4301082 View in Reaxys 11/11 Yield

Conditions & References (i) Na, MeOH, (ii) AcOH, Multistep reaction

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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Billman; Tonnis; Journal of pharmaceutical sciences; vol. 60; nb. 8; (1971); p. 1188 - 1192 View in Reaxys

Copyright © 2016 Reed Elsevier Properties SA. All rights reserved. Authorized use only. Reaxys® and the Reaxys® trademark are owned and protected by Reed Elsevier Properties SA and used under license.

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