(5-Benzyloxy-2-bromo-4-methoxyphenyl)p-tolylmethanol → (5-Benzyloxy-2-bromo-4-methoxyphenyl)p-tolylmethanone

HRID 2381238Notes

Reaction equation

HRID 2381238 reaction equation
[CH2:1]([O:8][C:9]1[C:10]([O:25][CH3:26])=[CH:11][C:12]([Br:24])=[C:13]([CH:15]([C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)[OH:16])[CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[O-2].[O-2].[Mn+4].ClCCl>[CH2:1]([O:8][C:9]1[C:10]([O:25][CH3:26])=[CH:11][C:12]([Br:24])=[C:13]([C:15]([C:17]2[CH:18]=[CH:19][C:20]([CH3:23])=[CH:21][CH:22]=2)=[O:16])[CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 67110063(5-Benzyloxy-2-bromo-4-methoxyphenyl)p-tolylmethanol

Product 1

HCID 53629725(5-Benzyloxy-2-bromo-4-methoxyphenyl)p-tolylmethanoneYield 87.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

A mixture of 5-benzyloxy-2-bromo-4-methoxyphenyl)-p-tolylmethanol (reference example 9-1) (1.27 g), manganese dioxide (2.67 g) and dichloromethane (30 mL) was stirred at room temperature overnight. Insoluble materials were removed by celite (registered mark) filtration. The filtrate was concentrated under reduced pressure to give the title compound (1.11 g).

Workup

  1. customInsoluble materials were removed by celite (registered mark) filtration
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-18104ee67ef74a98a7bcfa51e409e93c
Source dataset
uspto-grants-2012_09
Patent number
US08258162B2

Reaction notes

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