HCID 19822246, compound → HCID 54002701, compound

HRID 1030413Notes

Reaction equation

HRID 1030413 reaction equation
[C:1]([O:4][C:5]1[C:6]([CH3:29])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH3:28])([CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([N+:25]([O-])=O)=[CH:21][N:20]=1)[CH2:9][CH2:8]2)(=[O:3])[CH3:2].[H][H]>CO.C1C=CC=CC=1.[Pd]>[C:1]([O:4][C:5]1[C:6]([CH3:29])=[C:7]2[C:12](=[C:13]([CH3:16])[C:14]=1[CH3:15])[O:11][C:10]([CH2:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([NH2:25])=[CH:21][N:20]=1)([CH3:28])[CH2:9][CH2:8]2)(=[O:3])[CH3:2]

Participants

6

Reactant 2

HCID 19822246HCID 19822246, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54002701HCID 54002701, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 241BenzeneSolventHCID 887MethanolSolvent

Procedure

6 g of 6-acetoxy-2,5,7,8-tetramethyl-2-(5-nitropyridin-2-yloxymethyl)chroman (prepared as described in Preparation 36) were dissolved in a mixture of 80 ml of methanol and 15 ml of benzene, and, in the presence of 1.5 g of 10% w/w palladium-on-carbon, were catalytically reduced at room temperature for about 20 hours under about 1 atmosphere (about 1 bar) pressure of hydrogen. The catalyst was filtered off, and the filtrate was condensed by evaporation under reduced pressure, to give the title compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. customcondensed
  3. customby evaporation under reduced pressure

Sources & evidence

ORD record
ord-50c35a6d34ab40ceb5f19f1d86d46b81
Source dataset
uspto-grants-1992_04
Patent number
US05104888

Reaction notes

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