Ammonia → HCID 14571157, compound

HRID 1789486Notes

Reaction equation

HRID 1789486 reaction equation
[N+:1]([CH2:4][C:5]1[CH2:6][CH2:7][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:9][CH:10]=1)([O-])=O.N.[H][H]>[Ni].CO>[NH2:1][CH2:4][CH:5]1[CH2:10][CH2:9][N:8]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:7][CH2:6]1

Participants

6

Reactant 3

HCID 222AmmoniaHCID 21241613HCID 21241613, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 14571157HCID 14571157, compoundYield 98.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

A mixture of 41 parts of ethyl 3,6-dihydro-4-(nitromethyl)-1(2H)-pyridinecarboxylate and 400 parts of methanol, saturated with ammonia, was hydrogenated at normal pressure and at room temperature with 6 parts of Raney-nickel catalyst. After the calculated amount of hydrogen was taken up, the catalyst was filtered off and the filtrate was evaporated, yielding 35 parts (98.9%) of ethyl 4-(aminomethyl)-1-piperidinecarboxylate (intermediate 4).

Workup

  1. filtrationthe catalyst was filtered off
  2. customthe filtrate was evaporated

Sources & evidence

ORD record
ord-5ff753d9df04493ba4054e7e71de4b30
Source dataset
uspto-grants-1987_08
Patent number
US04689330

Reaction notes

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