Ammonium Acetate → 3-Methyl-1-(phenylmethyl)-4-piperidinamine

HRID 1063344Notes

Reaction equation

HRID 1063344 reaction equation
C([O-])(=O)C.[NH4+].[CH2:6]([N:13]1[CH2:18][CH2:17][C:16](=O)[CH:15]([CH3:20])[CH2:14]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.C([BH3-])#[N:22].[Na+]>CO>[NH2:22][CH:16]1[CH2:17][CH2:18][N:13]([CH2:6][C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)[CH2:14][CH:15]1[CH3:20]

Participants

5

Reactant 3

HCID 517165Ammonium AcetateHCID 5609651-Benzyl-3-methyl-4-piperidoneHCID 5003444Sodium cyanoborohydride

Product 1

HCID 222788353-Methyl-1-(phenylmethyl)-4-piperidinamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Ammonium acetate (178.3 g, 2.31 mol) was charged to a solution of 1-benzyl-3-methyl-4-piperidone (47 g, 0.232 mol) in 500 ml methanol. The suspension was stirred for 4 hours at room temperature. Sodium cyanoborohydride (7.3 g, 0.16 mol) was added in lots at 10° C. and it was stirred for 1 hour.

Workup

  1. stirringit was stirred for 1 hour

Sources & evidence

ORD record
ord-df41c35c708f477297c1c9586a13c77d
Source dataset
uspto-grants-2005_11
Patent number
US06964966B2

Reaction notes

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