Hydrogen Bromide → 4-((4-Chlorophenyl)thio)piperidine hydrochloride

Reaction equation

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][CH:9]2[CH2:14][CH2:13][N:12](CC3C=CC=CC=3)[CH2:11][CH2:10]2)=[CH:4][CH:3]=1.ClC(OC1C=CC=CC=1)=O.Br>>[ClH:1].[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([S:8][CH:9]2[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]2)=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 260Hydrogen Bromide

HCID 15891Phenyl chloroformate

HCID 13607968HCID 13607968, compound

Product 1

HCID 177498004-((4-Chlorophenyl)thio)piperidine hydrochloride

Procedure

Following the procedure of Intermediate 9, 4-[(4-chlorophenyl)thio]-1-(phenylmethyl)piperidine is reacted with phenyl chloroformate and the product is hydrolyzed with 48% hydrobromic acid to give the free base of the title compound which is then converted to the hydrochloride.

Sources & evidence

ORD record: ord-d1a48958fbb34e93950a9e9ec568d8c8
Source dataset: uspto-grants-1987_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04642348

Reaction notes

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