Ethanol → Ethyl 3-bromo-4-methoxyphenylacetate

HRID 563594Notes

Reaction equation

HRID 563594 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-e3d6e9063a61482c9b1a0e69f21c57b7
Source dataset
uspto-grants-2011_11
Patent number
US08067445B2

Reaction notes

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