Benzyl Bromide → Methyl 3-(benzyloxy)-5-hydroxybenzoate

HRID 1531922Notes

Reaction equation

HRID 1531922 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([OH:12])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1>>[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6]

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 75076Methyl 3,5-Dihydroxybenzoate

Product 1

HCID 7472028Methyl 3-(benzyloxy)-5-hydroxybenzoate

Procedure

The subtitle compound was prepared from methyl 3,5-dihydroxybenzoate (5 g) and benzyl bromide (3.6 ml) by the method of example 11 step (i). Purification was by chromatography eluting with 30% ethyl acetate in isohexane. Yield 2.31 g.

Workup

  1. customPurification
  2. washeluting with 30% ethyl acetate in isohexane

Sources & evidence

ORD record
ord-4ecb22e1e92a4d2997507054d450208c
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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