3'-(Trifluoromethyl)acetophenone → 3-Dimethylamino-3'-trifluoromethylacrylophenone

HRID 225231

Reaction equation

HRID 225231 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([C:9](=[O:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1.CO[CH:16](OC)[N:17]([CH3:19])[CH3:18]>>[CH3:16][N:17]([CH3:19])[CH:18]=[CH:10][C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:12])([F:13])[F:1])[CH:4]=1)=[O:11]

Participants

3

Reactant 2

HCID 676823'-(Trifluoromethyl)acetophenoneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 7300243-Dimethylamino-3'-trifluoromethylacrylophenone

Procedure

A reaction mixture of 50 g. of m-trifluoromethylacetophenone and 50 ml. of dimethylformamide dimethylacetal is refluxed for 16 hours under anhydrous conditions and then evaporated in vacuo to a thick orange-red oil. Hexane is added, the mixture is chilled and the desired product is collected by filtration as yellow crystals, m.p. 60.5°-62° C.

Workup

  1. additionA reaction mixture of 50 g
  2. customevaporated in vacuo to a thick orange-red oil
  3. additionHexane is added
  4. temperaturethe mixture is chilled
  5. filtrationthe desired product is collected by filtration as yellow crystals, m.p. 60.5°-62° C.

Sources & evidence

ORD record
ord-563b351be4444408818fafacaa17972b
Source dataset
uspto-grants-1980_11
Patent number
US04236005

Linked notes

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