4'-Fluorobutyrophenone → alpha-Phenyl-4-[(4-chloro-1-naphthyl)methyl]-1-piperidinebutanol

HRID 1389882Notes

Reaction equation

Cl.[Cl:2][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:6]([CH2:13][CH:14]2[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][C:23]([C:25]3[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=3)=[O:24])[CH2:16][CH2:15]2)=[CH:5][CH:4]=1.FC1C=CC(C(=O)CCC)=CC=1>>[C:25]1([CH:23]([OH:24])[CH2:22][CH2:21][CH2:20][N:17]2[CH2:16][CH2:15][CH:14]([CH2:13][C:6]3[C:7]4[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=4)[C:3]([Cl:2])=[CH:4][CH:5]=3)[CH2:19][CH2:18]2)[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=1

Participants

Reactant 2

HCID 684984'-Fluorobutyrophenone

HCID 202955834-[4-((4-Chloro-1-naphthyl)methyl)-1-piperidyl]-1-phenyl-1-butanone hydrochloride

Product 1

HCID 20295601alpha-Phenyl-4-[(4-chloro-1-naphthyl)methyl]-1-piperidinebutanol

Procedure

When the procedure of Example 37, 4-[4-((4-chloro-1-naphthyl)methyl)-1-piperidyl]-1-phenyl-1-butanone hydrochloride is substituted for 4-[4-(2-naphthyl)hydroxymethyl)-1-piperidyl]-1-(4-fluorophenyl)-1-butanone, α-phenyl-4-[(4-chloro-1-naphthyl)methyl]-1-piperidinebutanol is obtained.

Sources & evidence

ORD record: ord-95c4002dd6d44bc5877b75334eff53d4
Source dataset: uspto-grants-1981_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04246268

Reaction notes

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