HCID 23294875, compound → HCID 15895988, compound

HRID 1955131Notes

Reaction equation

HRID 1955131 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:15]([OH:20])[CH2:16][N+:17]([O-])=O)[CH:6]=[C:7]([O:13][CH3:14])[C:8]=1[O:9][CH2:10][O:11][CH3:12]>C(O)C.[Pd]>[NH2:17][CH2:16][CH:15]([C:5]1[CH:6]=[C:7]([O:13][CH3:14])[C:8]([O:9][CH2:10][O:11][CH3:12])=[C:3]([O:2][CH3:1])[CH:4]=1)[OH:20]

Participants

4

Reactant 1

HCID 23294875HCID 23294875, compound

Product 1

HCID 15895988HCID 15895988, compoundYield 81.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 1-[3,5-dimethoxy-4-(methoxymethoxy)-phenyl]-2-nitro-1-ethanol (11.78 g, 41.0 mmol) in ethanol (100 ml) was added 10% palladium on charcoal (3.5 g), followed by hydrogenation at room temperature for 6 hours. After completion of the reaction, the catalyst was filtered off. The filtrate was concentrated, whereby the title compound (8.57 g, yield: 81.6%) was obtained as colorless crystals.

Workup

  1. customAfter completion of the reaction
  2. filtrationthe catalyst was filtered off
  3. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-e577682fe8a34405bf2d5a946461a964
Source dataset
uspto-grants-2000_09
Patent number
US06124347

Reaction notes

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