3'-Aminoacetophenone → HCID 673709, compound

HRID 1906838Notes

Reaction equation

HRID 1906838 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:6][CH:7]=1.C(N(C(C)C)CC)(C)C.[CH:20]1([C:23](Cl)=[O:24])[CH2:22][CH2:21]1>ClCCl>[C:8]([C:4]1[CH:3]=[C:2]([NH:1][C:23]([CH:20]2[CH2:22][CH2:21]2)=[O:24])[CH:7]=[CH:6][CH:5]=1)(=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 74173'-AminoacetophenoneHCID 77637Cyclopropanecarbonyl chlorideHCID 81531Diisopropylethylamine

Product 1

HCID 673709HCID 673709, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 13.524 g of m-aminoacetophenone and 14.224 g of diisopropylethylamine in 300 ml of dichloromethane was stirred with cooling. An 11.45 g portion of cyclopropanecarboxylic acid chloride was added and the mixture was stirred at room temperature overnight. The solid was collected, giving 17.30 g of N-(3-acetylphenyl)cyclopropanecarboxamide, mp 136°-137° C.

Workup

  1. temperaturewith cooling
  2. stirringthe mixture was stirred at room temperature overnight
  3. customThe solid was collected

Sources & evidence

ORD record
ord-84b409c28ef54f908e6877bec5fdfc4a
Source dataset
uspto-grants-1987_03
Patent number
US04654347

Reaction notes

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