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

HRID 1447895Notes

Reaction equation

HRID 1447895 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-570536cfacce4b169c864636ede301aa
Source dataset
uspto-grants-1979_12
Patent number
US04178449

Reaction notes

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