Aniline → N-phenyl-1-(2-phenylethyl)-4-piperidinamine

HRID 2215643Notes

Reaction equation

HRID 2215643 reaction equation
[CH2:1]([N:9]1[CH2:14][CH2:13][C:12](=O)[CH2:11][CH2:10]1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[NH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(O[BH-](OC(=O)C)OC(=O)C)(=O)C.[Na+]>C(O)(=O)C>[CH2:1]([N:9]1[CH2:14][CH2:13][CH:12]([NH:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:11][CH2:10]1)[CH2:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 6115AnilineHCID 96437N-Phenethyl-4-piperidinoneHCID 5049666Sodium triacetoxyborohydride

Product 1

HCID 88890N-phenyl-1-(2-phenylethyl)-4-piperidinamine

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared by the method outlined in Example 1 using 1-phenethyl-4-piperidone (5.3 g, 0.026 mol), aniline (5.01 ml, 0.55 mol), acetic acid (3 ml) 1,2-dichloroethane (100 ml) and sodium triacetoxyborohydride (5.82 g, 0.027 mol). The title compound was obtained as a white solid (74% yield).

Workup

  1. customThe title compound was prepared by the method

Sources & evidence

ORD record
ord-11d7d5afde444838ad946d55ee142e60
Source dataset
uspto-grants-2006_09
Patent number
US07109310B2

Reaction notes

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