Ammonium Chloride → HCID 20309064, compound

HRID 866942Notes

Reaction equation

HRID 866942 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 (10g.) in dry ether (250 ml.) was added to a solution of methyl magnesium iodide (from 2.4 g. magnesium and 14 2g. methyl iodide) in dry ether (250 ml.) and the mixture heated at reflux for 2 hours. Saturated ammonium chloride solution was 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 8g., 65%), m.p. 121° - 124° (from ethanol-ether)

Workup

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

Sources & evidence

ORD record
ord-85eff38ffc894e34959534f3dfa3f4ae
Source dataset
uspto-grants-1978_07
Patent number
US04101676

Reaction notes

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