Benzyl Bromide → Methyl [4-(benzyloxy)-3-bromophenyl]acetate

HRID 2200390Notes

Reaction equation

HRID 2200390 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[OH:8].C(=O)([O-])[O-].[K+].[K+].[CH2:20](Br)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CC(C)=O>[Br:1][C:2]1[CH:3]=[C:4]([CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:5]=[CH:6][C:7]=1[O:8][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 10634081Methyl 2-(3-bromo-4-hydroxyphenyl)acetate

Product 1

HCID 56605342Methyl [4-(benzyloxy)-3-bromophenyl]acetate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Compound 10 (12.3 g) was dissolved in 100 mL acetone and 7.6 g of potassium carbonate was added. 8.6 g of benzyl bromide was added with stirring. The solid was removed by suction filtration and the liquid was evaporated to product 11.

Workup

  1. customThe solid was removed by suction filtration
  2. customthe liquid was evaporated to product 11

Sources & evidence

ORD record
ord-d183db3ee6454f69b0c850e9b2968b79
Source dataset
uspto-grants-2016_06
Patent number
US09359372B2

Reaction notes

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