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

HRID 1763963Notes

Reaction equation

HRID 1763963 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. 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-7aed546ec7d749b59032e31e3dc9c662
Source dataset
uspto-grants-1978_09
Patent number
US04113972

Reaction notes

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