1-(4-(Trifluoromethyl)phenyl)ethan-1-one → 3-Dimethylamino-1-(4-trifluoromethyl-phenyl)-but-2-en-1-one

HRID 9637

Reaction equation

HRID 9637 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:11])[CH3:10])=[CH:5][CH:4]=1.CO[C:16]([N:20]([CH3:22])[CH3:21])(OC)[CH3:17]>C(OCC)C>[CH3:21][N:20]([CH3:22])[C:16]([CH3:17])=[CH:10][C:9]([C:6]1[CH:5]=[CH:4][C:3]([C:2]([F:12])([F:13])[F:1])=[CH:8][CH:7]=1)=[O:11]

Participants

4

Reactant 2

HCID 697311-(4-(Trifluoromethyl)phenyl)ethan-1-oneHCID 878351,1-Dimethoxyethyl(dimethyl)amine

Product 1

HCID 692346333-Dimethylamino-1-(4-trifluoromethyl-phenyl)-but-2-en-1-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
112 °C

Procedure

A mixture of 4′-(trifluoromethyl)acetophenone (9.8 g) and N-(1,1-dimethoxyethyl)-N,N-dimethylamine (8.2 g) was heated at 112° C. overnight, under nitrogen. The reaction mixture was cooled and concentrated giving an orange solid. Trituration with diethyl ether gave the title compound as a yellow solid

Workup

  1. temperatureThe reaction mixture was cooled
  2. concentrationconcentrated
  3. customgiving an orange solid

Sources & evidence

ORD record
ord-1ea84c7acf084517a9e9625c59ac88bf
Source dataset
uspto-grants-2006_08
Patent number
US07091237B2

Linked notes

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