HCID 13121256, compound → HCID 13121257, compound

HRID 1701990Notes

Reaction equation

HRID 1701990 reaction equation
[C:1]1([N:7]2[CH:11]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH2:10][CH2:9][NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>CO.[Ni]>[C:1]1([NH:7][CH:11]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:10][CH2:9][NH2:8])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

5

Reactant 2

HCID 13121256HCID 13121256, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13121257HCID 13121257, compoundYield 34.5%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

2,3-Diphenylpyrazolidin (133.9 g, 620 mmoles, described in Example 1) is dissolved in methanol (1.7 liters) and the solution is heated at 60° C. in the presence of Raney nickel (37 g) under 50 atmospheres of hydrogen for 5 hr. The catalyst is removed by filtration through diatomaceous earth and the filtrate is evaporated. The residue is crystallized from cyclohexane-hexane to give the title compound (48.4 g) mp 104°-105° C.

Workup

  1. customThe catalyst is removed by filtration through diatomaceous earth
  2. customthe filtrate is evaporated
  3. customThe residue is crystallized from cyclohexane-hexane

Sources & evidence

ORD record
ord-4cf8331f51dc4d528898e64d150e76c2
Source dataset
uspto-grants-1983_04
Patent number
US04379926

Reaction notes

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