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

HRID 436939Notes

Reaction equation

HRID 436939 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 (13 g) 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 (5.8 g., 53%), m.p. 219° - 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-78459e5df5fd4a25aea37e8b608cfa2e
Source dataset
uspto-grants-1977_06
Patent number
US04028415

Reaction notes

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