HCID 60135715, compound → HCID 60135716, compound

HRID 386927Notes

Reaction equation

HRID 386927 reaction equation
[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:9]=[CH:8][C:7]([O:10][C:11](=[O:21])[CH2:12][O:13]CC2C=CC=CC=2)=[CH:6][CH:5]=1>CO.[Pd]>[CH3:1][O:2][C:3](=[O:22])[C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11](=[O:21])[CH2:12][OH:13])=[CH:8][CH:9]=1

Participants

4

Reactant 1

HCID 60135715HCID 60135715, compound

Product 1

HCID 60135716HCID 60135716, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4-(2-Benzyloxy-acetoxy)-benzoic acid methyl ester 40 (2 grams, 6.66 mmol) is dissolved in methanol (50 ml) in a pressure vessel, palladium on carbon (50% wet, 5%, 5 grams) added and the mixture stirred under an atmosphere of hydrogen (4 Kg) for 16 hours. The catalyst is removed by filtration and distilled off the methanol. The crude 41 can be crystallized from a mixture of chloroform:hexane (1:6) to get the desired product.

Workup

  1. customThe catalyst is removed by filtration
  2. distillationdistilled off the methanol
  3. customThe crude 41 can be crystallized from a mixture of chloroform:hexane (1:6)

Sources & evidence

ORD record
ord-2578911fe76140cda217bd138c79e767
Source dataset
uspto-grants-2013_02
Patent number
US08372882B2

Reaction notes

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