Methylamine → 1-Piperidinecarboxylic acid, 4-(methylamino)-, ethyl ester

HRID 1856548Notes

Reaction equation

HRID 1856548 reaction equation
O=[C:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1.[CH3:13][NH2:14].[H][H]>[Pd].CO>[CH3:13][NH:14][CH:2]1[CH2:7][CH2:6][N:5]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 6329MethylamineHCID 34767Ethyl 4-oxo-1-piperidinecarboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 110631401-Piperidinecarboxylic acid, 4-(methylamino)-, ethyl ester

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 102 parts of ethyl 4-oxo-1-piperidinecarboxylate, 50 parts of methanamine and 400 parts of methanol is hydrogenated at normal pressure and at room temperature with 5 parts of palladium-on-charcoal catalyst 10%. After the calculated amount of hydrogen is taken up, the catalyst is filtered off over Hyflo and the filtrate is evaporated, yielding 111 parts of ethyl 4-(methylamino)-1-piperidinecarboxylate as a residue.

Workup

  1. filtrationthe catalyst is filtered off over Hyflo
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-83ce9e3e69eb4818b2f8339d56fca805
Source dataset
uspto-grants-1980_08
Patent number
US04219559

Reaction notes

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