Potassium Carbonate → HCID 59627242, compound

HRID 1192930Notes

Reaction equation

HRID 1192930 reaction equation
Cl[CH2:2][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C@@H:19]([NH2:21])[CH3:20])=[CH:15][CH:14]=1.C([O-])([O-])=O.[K+].[K+]>C(#N)C>[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C@@H:19]([NH:21][CH2:2][CH2:3][C:4]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)=[O:5])[CH3:20])=[CH:15][CH:14]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 702953-ChloropropiophenoneHCID 852999(alphaS)-4-Bromo-alpha-methylbenzenemethanamine

Product 1

HCID 59627242HCID 59627242, compoundYield 95.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 3-chloro-1-phenylpropan-1-one (36 g, 214 mmol) in acetonitrile (400 mL) were added (S)-1-(4-bromophenyl)ethanamine (51 g, 256 mmol), K2CO3 (59 g, 428 mmol) and KI (71 g, 428 mmoL), and the mixture was refluxed overnight. The reaction mixture was filtered, and the filtrate was concentrated to give the crude (S)-3-(1-(4-bromophenyl)ethylamino)-1-phenylpropan-1-one (68 g), which was used to the next step without purification.

Workup

  1. temperaturethe mixture was refluxed overnight
  2. filtrationThe reaction mixture was filtered
  3. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-2a3f4d495cbb48138820065f95948ae7
Source dataset
uspto-grants-2014_03
Patent number
US08680281B2

Reaction notes

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