Ethyl chloroformate → N-(1-Methyldecyl)-3-(3-Nitrophenyl)-2-butenamide

HRID 66811Notes

Reaction equation

HRID 66811 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10]([CH3:15])=[CH:11][C:12]([OH:14])=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].ClC(OCC)=O.[CH3:22][CH:23]([NH2:33])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]>>[CH3:22][CH:23]([NH:33][C:12](=[O:14])[CH:11]=[C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)[CH3:15])[CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32]

Participants

4

Reactant 3

HCID 10928Ethyl chloroformateHCID 1144762-UndecanamineHCID 544021563-(3-Nitrophenyl)-2-butenoic acid

Product 1

HCID 53905448N-(1-Methyldecyl)-3-(3-Nitrophenyl)-2-butenamideYield 72%

Procedure

The 3-(3-nitrophenyl)-2-butenoic acid from Preparation 12 having a melting point of 147°-149° C. was reacted with ethyl chloroformate, followed by 1-methyldecylamine, according to the procedure of Preparation 22. This afforded a 72% yield of the title product.

Workup

  1. customaccording to the procedure of Preparation 22

Sources & evidence

ORD record
ord-a940daad3d79418481407d0e47d832cf
Source dataset
uspto-grants-1982_08
Patent number
US04343813

Reaction notes

Loading…