HCID 53701357, compound → HCID 54433498, compound

HRID 365410Notes

Reaction equation

HRID 365410 reaction equation
[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([C@@H:10]2[CH2:15][CH:14]=[CH:13][CH2:12][C@@H:11]2[N+:16]([O-])=O)[CH:7]=[CH:6][C:5]=1[O:19][CH3:20])[CH3:2].[H][H]>C(O)C.O1CCCC1.[Ni]>[CH2:1]([O:3][C:4]1[CH:9]=[C:8]([C@@H:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C@@H:11]2[NH2:16])[CH:7]=[CH:6][C:5]=1[O:19][CH3:20])[CH3:2]

Participants

6

Reactant 2

HCID 53701357HCID 53701357, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54433498HCID 54433498, compound

Reagents, catalysts & solvents 3

HCID 935NickelCatalystHCID 702EthanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

40.0 g of (+/-)-cis-2-ethoxy-1-methoxy-4-(2-nitrocyclohex-4-enyl)benzene are dissolved in 1000 ml of ethanol and 500 ml of tetrahydrofuran, treated with 10 g of Raney nickel and hydrogenated at RT in an autoclave for 4 days at a hydrogen pressure of 100 bar. After filtration and removal of the solvent in vacuo, 35.9 g (99.8% of theory) of the title compound are obtained as a solidifying oil.

Workup

  1. filtrationAfter filtration and removal of the solvent in vacuo, 35.9 g (99.8% of theory) of the title compound
  2. customare obtained as a solidifying oil

Sources & evidence

ORD record
ord-c29e8363d85a42a588a257cc539e9d3b
Source dataset
uspto-grants-2000_10
Patent number
US06127378

Reaction notes

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