3'-Aminoacetophenone → ethyl N-(3-acetylphenyl)carbamate

HRID 1906846Notes

Reaction equation

HRID 1906846 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.[CH2:20]([O:22][C:23](Cl)=[O:24])[CH3:21]>ClCCl>[C:8]([C:4]1[CH:3]=[C:2]([NH:1][C:23](=[O:24])[O:22][CH2:20][CH3:21])[CH:7]=[CH:6][CH:5]=1)(=[O:10])[CH3:9]

Participants

5

Reactant 3

HCID 74173'-AminoacetophenoneHCID 10928Ethyl chloroformateHCID 81531Diisopropylethylamine

Product 1

HCID 717681ethyl N-(3-acetylphenyl)carbamateYield 91.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 27.03 g of m-aminoacetophenone, 27.14 g of diisopropylethylamine, 22.8 g of ethylchloroformate and 300 ml of dichloromethane was reacted as described in Example 1, giving 37.9 g of (3-acetylphenyl)carbamic acid, ethyl ester.

Workup

  1. customwas reacted

Sources & evidence

ORD record
ord-0da99adbf7914f9daf2cbe3634a78a95
Source dataset
uspto-grants-1987_03
Patent number
US04654347

Reaction notes

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