Benzylamine → 1-methyl-4-phenyl-4-(N-benzylamino)-3-hydroxy piperidine

HRID 614802Notes

Reaction equation

HRID 614802 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]2([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[O:8][CH:4]2[CH2:3]1.[CH2:15]([NH2:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(O)CO>[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)([NH:22][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:4]([OH:8])[CH2:3]1

Participants

4

Reactant 2

HCID 7504BenzylamineHCID 4350913-Methyl-6-phenyl-7-oxa-3-azabicyclo[4.1.0]heptane

Product 1

HCID 213271871-methyl-4-phenyl-4-(N-benzylamino)-3-hydroxy piperidine

Reagents, catalysts & solvents 1

HCID 174Ethylene GlycolSolvent

Procedure

A mixture comprising 3.7 g. of 1-methyl-4-phenyl-3,4-epoxypiperidine, 2.5 g. of benzylamine and 10 ml. of ethylene glycol was heated at 150° C. on an oil bath overnight. After work-up by the method described in Example 1, 5.45 g. of residue were obtained from which 4.11 g. of the desired free base 1-methyl-4-phenyl-4-(N-benzylamino)-3-hydroxy piperidine were isolated, this compound having a melting point of 162°-4° C.

Workup

  1. customof residue were obtained from which 4.11 g

Sources & evidence

ORD record
ord-135e7663be1d485886b87eb102e0eff5
Source dataset
uspto-grants-1979_03
Patent number
US04146629

Reaction notes

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