HCID 59253954, compound → HCID 59253969, compound

HRID 2169710Notes

Reaction equation

HRID 2169710 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-3f96fb980ef444548b522178f618bbfe
Source dataset
uspto-grants-2015_06
Patent number
USRE045548E1

Reaction notes

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