Methanol → 4-(2-Bromophenoxy)-butyric acid methyl ester

HRID 2081313Notes

Reaction equation

HRID 2081313 reaction equation
[Br:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[O:4][CH2:5][CH2:6][CH2:7][C:8]([OH:10])=[O:9].[CH3:15]O>>[CH3:15][O:9][C:8](=[O:10])[CH2:7][CH2:6][CH2:5][O:4][C:3]1[CH:11]=[CH:12][CH:13]=[CH:14][C:2]=1[Br:1]

Participants

3

Reactant 2

HCID 887MethanolHCID 150701174-(2-Bromophenoxy)butanoic acid

Product 1

HCID 150701264-(2-Bromophenoxy)-butyric acid methyl ester

Procedure

A solution of 1.4 g of 4-(2-bromophenoxy)-butyric acid in 22 ml of methanol is mixed with 1 g of Amberlyst 15 and stirred for 5 hours at room temperature. Then, it is filtered from the Amberlyst 15, the filtrate concentrated by evaporation, the residue is taken up in diethyl ether, washed with dilute sodium carbonate solution, dried (Na2SO4) and concentrated by evaporation. 1.5 g of 4-(2-bromophenoxy)-butyric acid methyl ester is obtained as a colorless oil.

Workup

  1. filtrationThen, it is filtered from the Amberlyst 15
  2. concentrationthe filtrate concentrated by evaporation
  3. washwashed with dilute sodium carbonate solution
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-72a4b8b5e6d044a1b9b7578c2b60f9bb
Source dataset
uspto-grants-1993_02
Patent number
US05183925

Reaction notes

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