Water → 6-Chloro-2-nitrophenoxyacetic acid ethyl ester

HRID 258553

Reaction equation

HRID 258553 reaction equation
[Cl:1][C:2]1[C:7]([OH:8])=[C:6]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:4][CH:3]=1.Cl[CH2:13][C:14]([O:16][CH2:17][CH3:18])=[O:15].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH2:17]([O:16][C:14](=[O:15])[CH2:13][O:8][C:7]1[C:2]([Cl:1])=[CH:3][CH:4]=[CH:5][C:6]=1[N+:9]([O-:11])=[O:10])[CH3:18]

Participants

6

Reactant 4

HCID 962WaterHCID 7751Ethyl chloroacetateHCID 11430Potassium CarbonateHCID 11784Phenol, 2-chloro-6-nitro-

Product 1

HCID 541606926-Chloro-2-nitrophenoxyacetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 6-chloro-2-nitrophenol (1.7 g.) and ethyl chloroacetate (2.1 ml.) in dimethylformamide (12 ml.) with potassium carbonate (1.5 g.) was stirred at 75°-80° C. for 3 hours. The mixture as poured into water (120 ml.) and extracted with ethyl acetate (4× 50 ml.). The organic layer on evaporation yielded 6-chloro-2-nitrophenoxyacetic acid ethyl ester as a yellow oil.

Workup

  1. extractionextracted with ethyl acetate (4× 50 ml.)
  2. customThe organic layer on evaporation

Sources & evidence

ORD record
ord-a64d4780c9144246800a729ca3dd90ae
Source dataset
uspto-grants-1977_07
Patent number
US04033951

Linked notes

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