Phenol → 3-Bromomethyl-5-[phenoxymethyl]benzoic acid ethyl ester

HRID 1531920Notes

Reaction equation

HRID 1531920 reaction equation
[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:10]=[C:9]([CH2:11][Br:12])[CH:8]=[C:7]([CH2:13]Br)[CH:6]=1)[CH3:2].[C:16]1([OH:22])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>CN(C)C=O>[CH2:1]([O:3][C:4](=[O:15])[C:5]1[CH:6]=[C:7]([CH2:13][O:22][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:8]=[C:9]([CH2:11][Br:12])[CH:10]=1)[CH3:2]

Participants

4

Reactant 2

HCID 996PhenolHCID 154403433,5-Bis(bromomethyl)benzoic acid ethyl ester

Product 1

HCID 702225503-Bromomethyl-5-[phenoxymethyl]benzoic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The subtitle compound was prepared from 3,5-bis[bromomethyl]benzoic acid ethyl ester (5.18 g) and phenol (1.45 g) in dimethylformamide (10 ml) by the method of example 7 step (i). Yield after chromatography, eluting with 10% ethyl acetate in isohexane, 2.13 g of a mixture containing 15% product and 85% diphenoxy compound.

Workup

  1. customYield after chromatography
  2. washeluting with 10% ethyl acetate in isohexane, 2.13 g of a mixture
  3. additioncontaining 15% product and 85% diphenoxy compound

Sources & evidence

ORD record
ord-e9f538f7eebc4f93b1e359966dd15f2a
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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