HCID 53701357, compound → HCID 54433498, compound

HRID 323652Notes

Reaction equation

HRID 323652 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, compound2×HCID 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 (compound C1) are dissolved in 1000 ml of ethanol and 500 ml of tetrahydrofuran, treated with 10 g of Raney nickel and hydrogenated at a hydrogen pressure of 100 bar for 4 days in an autoclave. After filtration and removal of the solvent in vacuo, 35.9 g of the title compound are obtained as a solidifying oil.

Workup

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

Sources & evidence

ORD record
ord-fa362e52cd2643f58d1d448f4428aa27
Source dataset
uspto-grants-2001_04
Patent number
US06214839B1

Reaction notes

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