HCID 67336794, compound → HCID 86656222, compound

HRID 451571Notes

Reaction equation

HRID 451571 reaction equation
[CH3:1][O:2][C:3](=[O:23])[CH:4]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[O:5][CH2:6][CH:7]=[N:8][NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11]>CO.[Ni]>[CH3:1][O:2][C:3](=[O:23])[CH:4]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[O:5][CH2:6][CH2:7][NH:8][NH:9][C:10]([O:12][C:13]([CH3:16])([CH3:14])[CH3:15])=[O:11]

Participants

4

Reactant 1

HCID 67336794HCID 67336794, compound

Product 1

HCID 86656222HCID 86656222, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

tert-Butyl 2-(2-(2-methoxy-2-oxo-1-phenylethoxy)ethylidene)hydrazinecarboxylate (4.7 g, 14.6 mmol) in MeOH (175 mL) was hydrogenated at 3.5 bar and 30° C. for 20 hours in a Parr bottle in the presence of Raney-nickel (4.69 g, 37.2 mmol). The reaction mixture was filtered and washed with MeOH. The solvent was evaporated to give the title compound as brown oil (4.5 g, 95%) that was used crude for the next reaction.

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with MeOH
  3. customThe solvent was evaporated

Sources & evidence

ORD record
ord-47e2da6a7160460f92f7021eb368b75a
Source dataset
uspto-grants-2013_07
Patent number
US08486967B2

Reaction notes

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