HCID 53917442, compound → HCID 19876839, compound

HRID 1886092Notes

Reaction equation

HRID 1886092 reaction equation
[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH:10]=[C:11]1[CH2:19][C:18]2[C:13](=[CH:14][C:15]([O:20][CH3:21])=[CH:16][CH:17]=2)[C:12]1=[O:22])([OH:3])=[O:2]>C1COCC1.CCO.[Pd]>[C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][CH:11]1[CH2:19][C:18]2[C:13](=[CH:14][C:15]([O:20][CH3:21])=[CH:16][CH:17]=2)[C:12]1=[O:22])([OH:3])=[O:2]

Participants

4

Reactant 1

HCID 53917442HCID 53917442, compound

Product 1

HCID 19876839HCID 19876839, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21873804Tetrahydrofuran ethanolSolvent

Procedure

A mixture of the product of Step 1 (25 g, 85 mmol) and 10% Pd/C (2.5 g) in THF/EtOH (100 ml each) was hydrogenated at 40 psi for 5 hrs. The mixture was filtered through celite and concentrated to give 25 g of the title compound, which was used as such for the next step.

Workup

  1. filtrationThe mixture was filtered through celite and
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-60ad59314c1345acb359d589cf90b689
Source dataset
uspto-grants-1992_09
Patent number
US05149703

Reaction notes

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