(2-Bromo-5-methoxyphenyl)methanol → 2-Bromo-5-methoxybenzaldehyde

HRID 1057470Notes

Reaction equation

HRID 1057470 reaction equation
[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1.[Br:12][C:13]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:14]=1[CH2:15][OH:16]>C(Cl)Cl>[Br:12][C:13]1[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][C:14]=1[CH:15]=[O:16]

Participants

4

Reactant 2

HCID 10867706(2-Bromo-5-methoxyphenyl)methanolHCID 178418287HCID 178418287, compound

Product 1

HCID 3444802-Bromo-5-methoxybenzaldehyde

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Pyridinium Chlorochromate (1.2 eq) was added to a solution of 2-bromo-5-methoxybenzyl alcohol (1 eq) and Celite (1.2 eq) in methylene chloride (0.30 M) at RT and the resulting mixture was stirred under nitrogen for 3 h. The mixture was filtered through a plug of silica rinsing with methylene chloride and concentrated in vacuo to give 2-bromo-5-methoxy benzaldehyde as a white solid. EI-MS m/z 232, 234 (M+NH4)+

Workup

  1. filtrationThe mixture was filtered through a plug of silica rinsing with methylene chloride
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-3f04851b83e4433c9e342adace80732e
Source dataset
uspto-grants-2003_02
Patent number
US06514964B1

Reaction notes

Loading…