Methyl bromoacetate → 3-Bromo-2-methoxyphenoxyacetic acid methyl ester

HRID 435507Notes

Reaction equation

HRID 435507 reaction equation
[Br:1][C:2]1[C:3]([O:9][CH3:10])=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.Br[CH2:12][C:13]([O:15][CH3:16])=[O:14]>>[CH3:16][O:15][C:13](=[O:14])[CH2:12][O:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Br:1])[C:3]=1[O:9][CH3:10]

Participants

3

Reactant 2

HCID 60984Methyl bromoacetateHCID 218775343-Bromo-2-methoxyphenol

Product 1

HCID 541832043-Bromo-2-methoxyphenoxyacetic acid methyl ester

Procedure

The compound of Formula XVIII wherein s is zero can also be prepared by treating 3-bromo-2-methoxyphenol with methyl bromoacetate to give 3-bromo-2-methoxyphenoxyacetic acid methyl ester which is reduced to the alcohol using, e.g., diisobutylaluminum hydride with subsequent protection of the alcohol with an R12 protecting group as generally described hereinbefore.

Workup

  1. customcan also be prepared

Sources & evidence

ORD record
ord-992ba6eabc2d43408cdc5486d3186ed8
Source dataset
uspto-grants-1983_08
Patent number
US04401824

Reaction notes

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