Ammonium Chloride → HCID 20309064, compound

HRID 436940Notes

Reaction equation

HRID 436940 reaction equation
[CH2:1]([N:8]([CH2:10][C:11](=[O:25])[CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH3:9])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:26][Mg]I.[Cl-].[NH4+]>CCOCC>[CH2:1]([N:8]([CH2:10][C:11]([CH3:26])([OH:25])[CH:12]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH3:9])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 25517Ammonium ChlorideHCID 125490473-[Benzyl(methyl)amino]-1,1-diphenylpropan-2-oneHCID 178418373HCID 178418373, compound

Product 1

HCID 20309064HCID 20309064, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

3-(N-Benzyl,N-methylamino)-1,1-diphenyl-propan-2-one (10 g) in dry ether (250 ml.) was added to a solution of methyl magnesium iodide (from 2.4 g. magnesium and 14 2 g methyl iodide) in dry ether (250 ml.) and the mixture heated at reflux for 2 hours. Saturated ammonium chloride solution as added; isolation through ether in the usual manner gave 3-(N-benzyl,N-methylamino)-2-methyl-1,1-diphenyl-propan-2-ol, purified by chromatography on alumina using progressively graded mixtures of light petroleum and ether as eluant and isolated as the hydrochloride (6.8 g., 65%), m.p. 121° - 124° (from ethanol-ether).

Workup

  1. temperaturethe mixture heated
  2. temperatureat reflux for 2 hours

Sources & evidence

ORD record
ord-76aa28697d754547bedc2dc01f438d79
Source dataset
uspto-grants-1977_06
Patent number
US04028415

Reaction notes

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