HCID 59253931, compound → HCID 12748683, compound

HRID 2169712Notes

Reaction equation

HRID 2169712 reaction equation
C([O:8][CH2:9][C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)=[O:11])C1C=CC=CC=1>CO.[Pd]>[OH:8][CH2:9][C:10]([NH:12][C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1)=[O:11]

Participants

4

Reactant 1

HCID 59253931HCID 59253931, compound

Product 1

HCID 12748683HCID 12748683, compoundYield 34.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-Benzyloxy-N-(4-hydroxy-phenyl)-acetamide 26 (18 g, 70 mmol) was dissolved in methanol (100 ml) in a pressure vessel, palladium on carbon (5%, 8 g) was added and the mixture stirred under an atmosphere of hydrogen (4 Kg) for 8 hours. The catalyst was removed by filtration and the methanol was distilled off. The crude 27 was recrystallized from a mixture of chloroform:methanol (1:5) to get pure 27 (4 grams, 34.2%) as a white shining powder.

Workup

  1. customThe catalyst was removed by filtration
  2. distillationthe methanol was distilled off
  3. customThe crude 27 was recrystallized from a mixture of chloroform:methanol (1:5)

Sources & evidence

ORD record
ord-b5e28d2bb8e642a69c0976a9a657cb08
Source dataset
uspto-grants-2015_06
Patent number
USRE045548E1

Reaction notes

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