Methanol → HCID 67313230, compound

HRID 2190483Notes

Reaction equation

HRID 2190483 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([CH:23]=[CH:24][C:25]=1[N+:26]([O-])=O)[O:12][C:13]1[CH:14]=[C:15]([CH:20]=[CH:21][CH:22]=1)[C:16]([O:18][CH3:19])=[O:17])C1C=CC=CC=1.CO>C(OCC)(=O)C.[C].[Pd]>[NH2:26][C:25]1[CH:24]=[CH:23][C:11]([O:12][C:13]2[CH:14]=[C:15]([CH:20]=[CH:21][CH:22]=2)[C:16]([O:18][CH3:19])=[O:17])=[CH:10][C:9]=1[OH:8]

Participants

5

Reactant 2

HCID 887MethanolHCID 67311956HCID 67311956, compound

Product 1

HCID 67313230HCID 67313230, compoundYield 100.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of methyl 3-[3-(benzyloxy)-4-nitrophenoxy]benzoate (19.1 g, 50.4 mmol) in ethyl acetate (50 mL) were added methanol (80 mL) and 10% palladium-carbon (2.31 g), and the mixture was vigorously stirred at room temperature for 20 hr under a hydrogen atmosphere. 10% Palladium-carbon was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (13.1 g) as a brown syrup.

Workup

  1. filtration10% Palladium-carbon was filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-307d0540e5f24a2199a9793aa6adbc64
Source dataset
uspto-grants-2012_12
Patent number
US08324395B2

Reaction notes

Loading…