Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride → 3-Piperidinecarboxylic acid, 4-oxo-, ethyl ester, hydrochloride (1:1)

HRID 1790426Notes

Reaction equation

HRID 1790426 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][C:12](=[O:15])[CH:11]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[CH2:10]1)C1C=CC=CC=1>CO.[Pd]>[ClH:1].[O:15]=[C:12]1[CH2:13][CH2:14][NH:9][CH2:10][CH:11]1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

Participants

4

Reactant 1

HCID 102623Ethyl 1-benzyl-4-oxopiperidine-3-carboxylate hydrochloride

Product 1

HCID 1073153-Piperidinecarboxylic acid, 4-oxo-, ethyl ester, hydrochloride (1:1)Yield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% palladium/active carbon (2 g) was added to a solution of ethyl 1-benzyl-4-oxo-3-piperidinecarboxylate hydrochloride (30 g) in methanol (500 ml) and the resultant mixture was stirred at room temperature under hydrogen atmosphere for a day. After filtering the reaction mixture through celite, the filtrate was concentrated under reduced pressure to give the title compound (20.0 g) as a white powder (yield: 97%).

Workup

  1. filtrationAfter filtering the reaction mixture through celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-bdc10942f9644763a2671ea8333cb2cf
Source dataset
uspto-grants-2006_07
Patent number
US07071201B2

Reaction notes

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