1-tert-Butyl 4-methyl 4-(4-chlorophenyl)piperidine-1,4-dicarboxylate → Methyl 4-(4-chlorophenyl)piperidine-4-carboxylate hydrochloride

HRID 2104232Notes

Reaction equation

HRID 2104232 reaction equation
[CH3:1][O:2][C:3]([C:5]1([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1)=[O:4]>Cl.O1CCOCC1>[ClH:24].[CH3:1][O:2][C:3]([C:5]1([C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)[CH2:6][CH2:7][NH:8][CH2:9][CH2:10]1)=[O:4]

Participants

4

Reactant 1

HCID 497602451-tert-Butyl 4-methyl 4-(4-chlorophenyl)piperidine-1,4-dicarboxylate

Product 1

HCID 49760785Methyl 4-(4-chlorophenyl)piperidine-4-carboxylate hydrochloride

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

A 660 mg sample of crude 4-(4-chloro-phenyl)-piperidine-1,4-dicarboxylic acid 1-tert-butyl ester 4-methyl ester (1.87 mmol, 1 equiv) was dissolved in 10 mL of 4 M HCl in p-dioxane and stirred at room temperature for 4 h. The resultant slurry was dried under vacuum to yield 4-(4-chloro-phenyl)-piperidine-4-carboxylic acid methyl ester hydrochloride: MS (ES) M+H expected=254.7, found=254.1.

Workup

  1. customThe resultant slurry was dried under vacuum

Sources & evidence

ORD record
ord-3af2f8103a7b427c8dbb944fd09426b2
Source dataset
uspto-grants-2009_08
Patent number
US07576218B2

Reaction notes

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