3,5-Bis(bromomethyl)benzoic acid ethyl ester → 3-[[3-Bromomethyl-5-[ethoxycarbonyl]phenyl]methoxy]-5-[2-methoxyethoxy]benzoic acid, methyl ester

HRID 1531925Notes

Reaction equation

HRID 1531925 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:11]=1)[C:5]([O:7][CH3:8])=[O:6].[CH2:17]([O:19][C:20](=[O:31])[C:21]1[CH:26]=[C:25]([CH2:27][Br:28])[CH:24]=[C:23]([CH2:29]Br)[CH:22]=1)[CH3:18]>>[Br:28][CH2:27][C:25]1[CH:24]=[C:23]([CH2:29][O:1][C:2]2[CH:3]=[C:4]([CH:9]=[C:10]([O:12][CH2:13][CH2:14][O:15][CH3:16])[CH:11]=2)[C:5]([O:7][CH3:8])=[O:6])[CH:22]=[C:21]([C:20]([O:19][CH2:17][CH3:18])=[O:31])[CH:26]=1

Participants

3

Reactant 2

HCID 154403433,5-Bis(bromomethyl)benzoic acid ethyl esterHCID 131722431Methyl 3-hydroxy-5-(2-methoxyethoxy)benzoate

Product 1

HCID 1317224323-[[3-Bromomethyl-5-[ethoxycarbonyl]phenyl]methoxy]-5-[2-methoxyethoxy]benzoic acid, methyl ester

Procedure

The subtitle compound was prepared from the product of step (iii) (1.5 g) and 3,5-bis(bromomethyl)benzoic acid ethyl ester (4.9g) by the method of example 11 step (i). Purification was by chromatography eluting with 30% ethyl acetate in isohexane. Yield 1.6 g. Used directly in the next step

Workup

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

Sources & evidence

ORD record
ord-caf9639edc494774985cc43a69adad29
Source dataset
uspto-grants-2001_03
Patent number
US06200981B1

Reaction notes

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