HCID 14102873, compound → HCID 14102874, compound

HRID 2291634Notes

Reaction equation

HRID 2291634 reaction equation
C([O:8][CH2:9][CH2:10][CH:11]1[O:15][C:14](=[O:16])[C:13]([O:17][CH3:18])=[C:12]1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)C1C=CC=CC=1>CO.[Pd]>[CH3:18][O:17][C:13]1[C:14](=[O:16])[O:15][CH:11]([CH2:10][CH2:9][OH:8])[C:12]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 1

HCID 14102873HCID 14102873, compound

Product 1

HCID 14102874HCID 14102874, compoundYield 90.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

5-(2-Benzyloxyethyl)-3-methoxy-4-phenyl-2(5H)furanone (2.06 g) was dissolved in methanol (20 ml), and palladium black (20 mg) was added. Catalytic reduction was carried out in ordinary temperature and atmosphere. After completion of the reaction, the palladium black was filtered off and the methanol was distilled off under reduced pressure. The crude crystals thus obtained were recrystallized from chloroform to give 3-methoxy-5-(2-hydroxyethyl)-4-phenyl-2(5H)-furanone (1.345g).

Workup

  1. customAfter completion of the reaction
  2. filtrationthe palladium black was filtered off
  3. distillationthe methanol was distilled off under reduced pressure
  4. customThe crude crystals thus obtained
  5. customwere recrystallized from chloroform

Sources & evidence

ORD record
ord-ee919c029e4742518af0b3afd78dde1b
Source dataset
uspto-grants-1989_01
Patent number
US04797417

Reaction notes

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