HCID 60135715, compound → HCID 60135716, compound

HRID 2265763Notes

Reaction equation

HRID 2265763 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-e265f94ac7064cb9a08c52c9b6b33b57
Source dataset
uspto-grants-2010_12
Patent number
US07858077B2

Reaction notes

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