HCID 12878306, compound → HCID 12878320, compound

HRID 2049705Notes

Reaction equation

HRID 2049705 reaction equation
[OH:1][C:2]1([CH3:25])[CH2:8][CH:7]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([O:17]CC3C=CC=CC=3)=[CH:13][CH:12]=2)[O:6][C:4](=[O:5])[CH2:3]1>C(OCC)(=O)C.[Pd]>[OH:1][C:2]1([CH3:25])[CH2:8][CH:7]([CH2:9][CH2:10][C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)[O:6][C:4](=[O:5])[CH2:3]1

Participants

4

Reactant 1

HCID 12878306HCID 12878306, compound

Product 1

HCID 12878320HCID 12878320, compoundYield 61.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 5.65 g of 3-hydroxy-3-methyl-7-(p-benzyloxyphenyl)-5-heptanolide in 50 ml of ethyl acetate was added 2.0 g of 5% palladium-charcoal and the mixture was subjected to a catalytic hydrogenation. After filtration the solvent was evaporated to give crystals, which were recrystallized from a mixture of n-hexane and acetone (5:1) affording 2.56 g of the desired compound melting at 135°-137° C.

Workup

  1. filtrationAfter filtration the solvent
  2. customwas evaporated
  3. customto give crystals, which
  4. customwere recrystallized from a mixture of n-hexane and acetone (5:1)

Sources & evidence

ORD record
ord-38dc420a784245d2a4e07b822fb41833
Source dataset
uspto-grants-1980_04
Patent number
US04198425

Reaction notes

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