3,4-Dimethylacetophenone → 3',4'-Dimethyl-3-dimethylaminoacrylophenone

HRID 225283Notes

Reaction equation

HRID 225283 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[CH3:8].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[CH3:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH:10]=[CH:14][N:15]([CH3:17])[CH3:16])[CH:5]=[CH:6][C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 771933,4-DimethylacetophenoneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 543118443',4'-Dimethyl-3-dimethylaminoacrylophenone

Procedure

A mixture of 50 g. of 3',4'-dimethylacetophenone and 50 ml. of dimethylformamide dimethylacetal is refluxed for 16 hours. On cooling the desired compound crystallizes from the reaction mixture. After hexane is added, the desired compound is recovered by filtration, m.p. 108°-110° C.

Workup

  1. additionA mixture of 50 g

Sources & evidence

ORD record
ord-8ef97db5989b4192b88afc2c6d7332b1
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Reaction notes

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