Chloroacetyl chloride → 2-chloro-N-(4-phenoxyphenyl)acetamide

HRID 333033Notes

Reaction equation

HRID 333033 reaction equation
[O:1]([C:8]1[CH:14]=[CH:13][C:11]([NH2:12])=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(N(CC)CC)C.[Cl:22][CH2:23][C:24](Cl)=[O:25]>C(Cl)Cl>[O:1]([C:8]1[CH:9]=[CH:10][C:11]([NH:12][C:24](=[O:25])[CH2:23][Cl:22])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 8471TriethylamineHCID 8764(4-Aminophenoxy)benzene

Product 1

HCID 7369692-chloro-N-(4-phenoxyphenyl)acetamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To 3.55 g of 4-phenoxyaniline in 40 ml of methylene chloride containing 2.9 ml of triethylamine is added 1.6 ml of chloroacetyl choride in 20 ml of methylene chloride. After two hours at room temperature, the mixture is extracted with water to yield 2.74 g of N-(4-phenoxyphenyl)-2-chloro-acetamide.

Workup

  1. extractionthe mixture is extracted with water

Sources & evidence

ORD record
ord-cf943c4f991942ba81ff0554b785c4d3
Source dataset
uspto-grants-2014_11
Patent number
US08877940B2

Reaction notes

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