2-(3-Benzyloxypropyl)-3-hydroxy-gamma-butyrolactone → 2-(3-Hydroxypropyl)-3-hydroxy-gamma-butyrolactone

HRID 1492002Notes

Reaction equation

HRID 1492002 reaction equation
C([O:8][CH2:9][CH2:10][CH2:11][CH:12]1[CH:17]([OH:18])[CH2:16][O:15][C:13]1=[O:14])C1C=CC=CC=1>C(O)C.C(O)(=O)C.[Pd]>[OH:8][CH2:9][CH2:10][CH2:11][CH:12]1[CH:17]([OH:18])[CH2:16][O:15][C:13]1=[O:14]

Participants

4

Reactant 1

HCID 189537522-(3-Benzyloxypropyl)-3-hydroxy-gamma-butyrolactone

Product 1

HCID 189537692-(3-Hydroxypropyl)-3-hydroxy-gamma-butyrolactone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 18476134Acetic acid ethanolSolvent

Procedure

A solution of 18.7 g of 2-(3-benzyloxypropyl)-3-hydroxy-γ-butyrolactone in 90 ml of ethanol-acetic acid (2:1) is hydrogenated over 640 mg of 10% palladium on carbon at 45 psi for 20 h. The catalyst is filtered and the filtrates are evaporated to give 2-(3-hydroxypropyl)-3-hydroxy-γ-butyrolactone as an oil.

Workup

  1. filtrationThe catalyst is filtered
  2. customthe filtrates are evaporated

Sources & evidence

ORD record
ord-010b69b71e544316854b40939d0eaf01
Source dataset
uspto-grants-1994_12
Patent number
US05371096

Reaction notes

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