Oxalate → HCID 86744899, compound

HRID 1198148Notes

Reaction equation

HRID 1198148 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:8](=[O:15])[C:9]([N:12]=[N+]=[N-])([CH3:11])[CH3:10])[CH2:4][CH2:3]1.[H][H].[C:18]([O-:23])(=[O:22])[C:19]([O-:21])=[O:20]>[Ni].CO>[C:18]([OH:23])(=[O:22])[C:19]([OH:21])=[O:20].[OH:1][CH:2]1[CH2:3][CH2:4][N:5]([C:8](=[O:15])[C:9]([NH2:12])([CH3:10])[CH3:11])[CH2:6][CH2:7]1

Participants

6

Reactant 3

HCID 71081OxalateHCID 86744900HCID 86744900, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 86744899HCID 86744899, compoundYield 74%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

3.8 g. (18 mmole) 2-Azido-2-methylpropionic acid 4-hydroxypiperidide are dissolved in 10 ml. methanol and hydrogenated over Raney nickel at ambient temperature and 1 bar hydrogen pressure. After filtering off with suction and evaporation of the filtrate, the residue is reacted in ethanol with oxalic acid. There are obtained 3.0 g. of the oxalate of the title compound; m.p. 197° C. Yield 74% of theory.

Workup

  1. filtrationAfter filtering off with suction and evaporation of the filtrate
  2. customthe residue is reacted in ethanol with oxalic acid
  3. customThere are obtained 3.0 g

Sources & evidence

ORD record
ord-5b9bdb660f894abf9790c42979aa5fa2
Source dataset
uspto-grants-1994_01
Patent number
US05280031

Reaction notes

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