1-(p-Methoxyphenyl)-2-propanone → 4-Dimethylamino-3-(4-methoxyphenyl)-3-buten-2-one

HRID 1902647Notes

Reaction equation

HRID 1902647 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10](=[O:12])[CH3:11])=[CH:5][CH:4]=1.C(O[CH:16](OCC)[N:17]([CH3:19])[CH3:18])C>>[CH3:16][N:17]([CH3:19])[CH:18]=[C:9]([C:6]1[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:10](=[O:12])[CH3:11]

Participants

3

Reactant 2

HCID 312311-(p-Methoxyphenyl)-2-propanoneHCID 70913Dimethylformamide diethylacetal

Product 1

HCID 539901024-Dimethylamino-3-(4-methoxyphenyl)-3-buten-2-one

Procedure

A stirred mixture of 1-(4-methoxyphenyl)-2-propanone (8.2 g) and dimethylformamide diethyl acetal (9.5 ml) was heated on an oil bath at 95°-100° C. for 30 minutes. Volatile material was removed under vacuum and the residue was crystallised from ether-petroleum spirit (40°-60° C.) to give the title compound (mp 56°-58° C.).

Workup

  1. temperaturewas heated on an oil bath at 95°-100° C. for 30 minutes
  2. customVolatile material was removed under vacuum
  3. customthe residue was crystallised from ether-petroleum spirit (40°-60° C.)

Sources & evidence

ORD record
ord-6bde78fefc914eb1811916b39b25c556
Source dataset
uspto-grants-1982_12
Patent number
US04364956

Reaction notes

Loading…