HCID 59253954, compound → HCID 59253969, compound

HRID 638716Notes

Reaction equation

HRID 638716 reaction equation
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12](=[O:22])[CH2:13][O:14]CC2C=CC=CC=2)=[CH:7][CH:6]=1)(=[O:3])[CH3:2]>CO.[Pd]>[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][C:12](=[O:22])[CH2:13][OH:14])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 59253954HCID 59253954, compound

Product 1

HCID 59253969HCID 59253969, compoundYield 57.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

Benzyloxyacetic acid 4-acetylamino-phenyl ester 24 (15 g, 50 mmol) was dissolved in methanol (150 ml) in a pressure vessel, palladium on carbon (5%, 8 grams) added and the mixture stirred under an atmosphere of hydrogen (3 Kg) for 20 hours. The catalyst was removed by filtration and the methanol was then distilled off. The crude 25 was recrystallized from mixture of chloroform:methanol (1:4) to get pure 25 (6 g, 57.2%) as a white powder. M.p: 144-146° C.

Workup

  1. customThe catalyst was removed by filtration
  2. distillationthe methanol was then distilled off
  3. customThe crude 25 was recrystallized from mixture of chloroform:methanol (1:4)

Sources & evidence

ORD record
ord-da369a46de7344a5a4e716f2f92def9d
Source dataset
uspto-grants-2010_04
Patent number
US07691364B2

Reaction notes

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