HCID 59253954, compound → HCID 59253969, compound

HRID 1957832Notes

Reaction equation

HRID 1957832 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-7258ec19e4254638922bdf06c4638940
Source dataset
uspto-grants-2013_04
Patent number
US08409559B2

Reaction notes

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