Ethanol → Ethyl 3-bromo-4-methoxyphenylacetate

HRID 1810355Notes

Reaction equation

HRID 1810355 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[CH3:14][CH2:15]O>S(=O)(=O)(O)O>[CH2:14]([O:12][C:11](=[O:13])[CH2:10][C:4]1[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([Br:1])[CH:3]=1)[CH3:15]

Participants

4

Reactant 2

HCID 702EthanolHCID 1366153-Bromo-4-methoxyphenylacetic acid

Product 1

HCID 57419861Ethyl 3-bromo-4-methoxyphenylacetate

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

A solution of 3-bromo-4-methoxyphenylacetic acid (3.0 g, 12.2 mmol) in EtOH and sulfuric acid was stirred at 100° C. for 2 hours. The mixture was concentrated and partitioned between EtOAc and H2O, and the organic layer was separated to give the title compound.

Workup

  1. concentrationThe mixture was concentrated
  2. custompartitioned between EtOAc and H2O
  3. customthe organic layer was separated

Sources & evidence

ORD record
ord-0762c72c8f7a4578835a3b02e9b9ed23
Source dataset
uspto-grants-2013_01
Patent number
US08362044B2

Reaction notes

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