3-(2-Hydroxybenzylidene)dihydrofuran-2(3h)-one → alpha-(2'-Hydroxybenzyl)-gamma-butyrolactone

HRID 460669Notes

Reaction equation

HRID 460669 reaction equation
[OH:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH:4]=[C:5]1[CH2:10][CH2:9][O:8][C:6]1=[O:7]>C(O)C.[C].[Pd]>[OH:1][C:2]1[CH:14]=[CH:13][CH:12]=[CH:11][C:3]=1[CH2:4][CH:5]1[CH2:10][CH2:9][O:8][C:6]1=[O:7]

Participants

4

Reactant 1

HCID 2297583-(2-Hydroxybenzylidene)dihydrofuran-2(3h)-one

Product 1

HCID 21813505alpha-(2'-Hydroxybenzyl)-gamma-butyrolactoneYield 99%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

α-(2′-Hydroxybenzylidene)-γ-butyrolactone (5.0 g) was dissolved in ethanol (400 ml) and 10% palladium carbon (0.5 g) was added. The reaction mixture was reduced for 6 hr at 50 atm. The reaction mixture was filtered and the organic solvent was concentrated to give the title compound (5.0 g).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe organic solvent was concentrated

Sources & evidence

ORD record
ord-a898008607494e0f93fefb5ecfa45783
Source dataset
uspto-grants-2007_03
Patent number
US07196199B2

Reaction notes

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