Acetic Acid → HCID 68418533, compound

HRID 1800466Notes

Reaction equation

HRID 1800466 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[CH:6][C:5]=1[OH:14])(=O)[CH3:2].C(O)(=O)C>CO.[C].[Pd]>[CH2:1]([C:4]1[CH:9]=[CH:8][C:7]([NH:10][C:11](=[O:13])[CH3:12])=[CH:6][C:5]=1[OH:14])[CH3:2]

Participants

5

Reactant 2

HCID 176Acetic AcidHCID 2775185N-(4-acetyl-3-hydroxyphenyl)acetamide

Product 1

HCID 68418533HCID 68418533, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of N-(4-acetyl-3-hydroxyphenyl)acetamide (4.0 g, 20.7 mmol) in methanol (50 mL)/acetic acid (50 mL) was added 10% palladium-carbon powder (2.0 g), and the mixture was stirred at room temperature for 6 hr under a hydrogen atmosphere of 2.8 pressure. 10% Palladium-carbon powder was filtered off by celite filtration, the filtrate was concentrated under reduced pressure, and the obtained residue was washed with diisopropyl ether/hexane (1:1) to give the title compound (3.07 g, 83%) as a colorless powder.

Workup

  1. filtration10% Palladium-carbon powder was filtered off by celite filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. washthe obtained residue was washed with diisopropyl ether/hexane (1:1)

Sources & evidence

ORD record
ord-95c18f9086b74881bbd45ef12846abd8
Source dataset
uspto-grants-2013_01
Patent number
US08344135B2

Reaction notes

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