4'-Ethylacetophenone → 3-Dimethylamino-4'-ethylacrylophenone

Reaction equation

[CH2:1]([C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:11])[CH3:10])=[CH:5][CH:4]=1)[CH3:2].CO[CH:14](OC)[N:15]([CH3:17])[CH3:16]>>[CH3:14][N:15]([CH3:17])[CH:16]=[CH:10][C:9]([C:6]1[CH:7]=[CH:8][C:3]([CH2:1][CH3:2])=[CH:4][CH:5]=1)=[O:11]

Participants

Reactant 2

HCID 136424'-Ethylacetophenone

HCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 538338993-Dimethylamino-4'-ethylacrylophenone

Procedure

A mixture of 50 g. of 4'-ethylacetophenone and 50 ml. of dimethylformamide dimethylacetal is refluxed for 16 hours. Evaporation gave a thick oil which crystallized on the addition of hexane, m.p. 80°-81° C.

Workup

additionA mixture of 50 g
customEvaporation
customgave a thick oil which
customcrystallized on the addition of hexane, m.p. 80°-81° C.

Sources & evidence

ORD record: ord-c7547d413d064fea83690359d7aa349b
Source dataset: uspto-grants-1980_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04236005

Reaction notes

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