Dimethylamine → 3-Dimethylamino-1-p-fluorophenyl-1-phenyl-propan-2-one

HRID 1438814Notes

Reaction equation

HRID 1438814 reaction equation
[CH3:1][NH:2][CH3:3].Br[CH2:5][C:6](=[O:21])[CH:7]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C(O)C.CCOCC>[CH3:1][N:2]([CH3:3])[CH2:5][C:6](=[O:21])[CH:7]([C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 674DimethylamineHCID 125490353-Bromo-1-(4-fluorophenyl)-1-phenylpropan-2-one

Product 1

HCID 203090663-Dimethylamino-1-p-fluorophenyl-1-phenyl-propan-2-one

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

Dimethylamine in ethanol (30 ml s of 33% solution ) was added to a solution of 3-bromo-1-p-fluorophenyl-1-phenyl-propan-2-one (13g) in dry ether. After 45 minutes, the reaction mixture was extracted with dilute hydrochloric acid and ether. Basification of the acid extract and subsequent isolation through ether in the usual manner gave 3-dimethylamino-1-p-fluorophenyl-1-phenyl-propan-2-one isolated as the hydrochloride (5.8g., 53%), m.p. 210° - 220°.

Workup

  1. extractionthe reaction mixture was extracted with dilute hydrochloric acid and ether
  2. extractionBasification of the acid extract

Sources & evidence

ORD record
ord-b669e8a176724822ad9b31507a442922
Source dataset
uspto-grants-1977_11
Patent number
US04056630

Reaction notes

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