4-Ethyl-4-phenylpiperidine → 1-Acetyl-3-[2-(4-ethyl-4-phenylpiperidino)ethyl]-indoline

HRID 1578410Notes

Reaction equation

HRID 1578410 reaction equation
[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]([CH2:13][CH2:14]Br)[CH2:5]1)(=[O:3])[CH3:2].[CH2:16]([C:18]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)[CH3:17].C(O)(=O)/C=C/C(O)=O>>[C:1]([N:4]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]([CH2:13][CH2:14][N:21]2[CH2:22][CH2:23][C:18]([CH2:16][CH3:17])([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[CH2:19][CH2:20]2)[CH2:5]1)(=[O:3])[CH3:2]

Participants

4

Reactant 3

HCID 1008464-Ethyl-4-phenylpiperidineHCID 444972Fumaric AcidHCID 215599751-[3-(2-bromoethyl)-2,3-dihydro-1H-indol-1-yl]ethanone

Product 1

HCID 215599651-Acetyl-3-[2-(4-ethyl-4-phenylpiperidino)ethyl]-indoline

Procedure

In the manner described in Example 1, treatment of 1-acetyl-3-(2-bromoethyl)indoline with 4-ethyl-4-phenylpiperidine gives an oil. On reaction with molar equivalent of fumaric acid, a crystalline fumarate results. After recrystallization from acetone-hexane it melts at 173°-178°C.

Workup

  1. customgives an oil

Sources & evidence

ORD record
ord-cf48f9e71e6e4215a04fb5a8a8172513
Source dataset
uspto-grants-1976_02
Patent number
US03936464

Reaction notes

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