5-Benzyloxypent-2-yl acetate → 5-Hydroxypent-2-yl acetate

HRID 1919769Notes

Reaction equation

HRID 1919769 reaction equation
[C:1]([O:4][CH:5]([CH2:7][CH2:8][CH2:9][O:10]CC1C=CC=CC=1)[CH3:6])(=[O:3])[CH3:2].[H][H]>CO.[Pd]>[C:1]([O:4][CH:5]([CH2:7][CH2:8][CH2:9][OH:10])[CH3:6])(=[O:3])[CH3:2]

Participants

5

Reactant 2

HCID 592348995-Benzyloxypent-2-yl acetateHCID 178418361HCID 178418361, compound

Product 1

HCID 151289525-Hydroxypent-2-yl acetateYield 98.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

10% palladium-active carbon (48 mg) was added to a mixed solution of 5-benzyloxypent-2-yl acetate (419 mg, 1.78 mmol) in methanol (1.86 mL) in an ice bath in an argon atmosphere, followed by stirring at room temperature in a hydrogen atmosphere. After completion of the reaction, filtration was carried out and the filtrate was concentrated under reduced pressure. 257 mg of the title compound (yield: 87%) was obtained as a colorless oil.

Workup

  1. customAfter completion of the reaction, filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-a22cb72ca106433bb360d3bc11262ea5
Source dataset
uspto-grants-2012_05
Patent number
US08168666B2

Reaction notes

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