2-Ethylphenol → Ethyl (2-ethylphenoxy)acetate

HRID 9670

Reaction equation

HRID 9670 reaction equation
[CH2:1]([C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9])[CH3:2].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:17][C:18]([O:20][CH2:21][CH3:22])=[O:19]>C(#N)C.C(OCC)(=O)C>[CH2:21]([O:20][C:18](=[O:19])[CH2:17][O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[CH2:1][CH3:2])[CH3:22]

Participants

6

Reactant 3

HCID 69972-EthylphenolHCID 7748Ethyl bromoacetateHCID 10796Cesium carbonate

Product 1

HCID 21986411Ethyl (2-ethylphenoxy)acetate

Reagents, catalysts & solvents 2

HCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
60 °C

Procedure

A mixture of 2-ethylphenol (244 mg) in acetonitrile (20 ml) was treated with cesium carbonate (650 mg) and ethyl bromoacetate (0.221 ml) and the mixture stirred at 60° C. for 6 hours and then at ambient temperature for 17 hours. The reaction mixture was diluted with ethyl acetate; the suspension filtered and the title compound isolated by evaporation in vacuo of the filtrate as a colourless oil.

Workup

  1. waitat ambient temperature for 17 hours
  2. filtrationthe suspension filtered

Sources & evidence

ORD record
ord-9cda42749fb643e8a2f6c6ec8e8fcd8b
Source dataset
uspto-grants-2006_08
Patent number
US07091237B2

Linked notes

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