HCID 21138235, compound → HCID 59077288, compound

HRID 1358857Notes

Reaction equation

HRID 1358857 reaction equation
[N+:1]([CH2:4][C:5]1([CH2:13][C:14]([O:16]CC)=O)[CH2:12][CH:11]2[CH:6]1[CH2:7][CH2:8][CH2:9][CH2:10]2)([O-])=O>CO.[Ni]>[NH:1]1[C:14](=[O:16])[CH2:13][C@@:5]2([CH2:12][C@H:11]3[C@@H:6]2[CH2:7][CH2:8][CH2:9][CH2:10]3)[CH2:4]1

Participants

4

Reactant 1

HCID 21138235HCID 21138235, compound

Product 1

HCID 59077288HCID 59077288, compoundYield 97.9%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

Ethyl [(1RS,6RS,7SR)-7-(nitromethyl)bicyclo[4.2.0]oct-7-yl]acetate (preparation 21) (4.70 g, 18.4 mmol) was shaken in methanol (150 ml) at 30° C. over Raney Nickel catalyst under an atmosphere of hydrogen gas at 483 kPa (70 p.s.i.). After 4 hrs the catalyst was removed by filtration through celite and the solvent removed under reduced pressure to give 3.23 g of the title compound as a clear oil which solidified on standing.

Workup

  1. customAfter 4 hrs the catalyst was removed by filtration through celite
  2. customthe solvent removed under reduced pressure

Sources & evidence

ORD record
ord-9507e493a2504d14a6d4276c8896bc51
Source dataset
uspto-grants-2003_07
Patent number
US06596900B2

Reaction notes

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