HCID 22669971, compound → HCID 22669984, compound

HRID 412848Notes

Reaction equation

HRID 412848 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH2:19]O)[C:5]2[C:10]([C:11]=1[C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)=[CH:9][CH:8]=[CH:7][CH:6]=2>[Pd].C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH3:19])[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:11]=1[C:12]1[CH:13]=[CH:14][C:15]([OH:18])=[CH:16][CH:17]=1

Participants

4

Reactant 1

HCID 22669971HCID 22669971, compound

Product 1

HCID 22669984HCID 22669984, compoundYield 25.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

190 mg of the alcohol obtained in Stage C of Example 8, 50 mg of palladium on carbon at 9.5% and 30 ml of ethyl acetate are mixed together for 15 minutes under a hydrogen atmosphere at ambient temperature. After filtration and evaporation under reduced pressure, the crude product is purified by chromatography eluting with a cyclohexane/ethyl acetate mixture 95/5. In this way 45 mg of expected product is obtained.

Workup

  1. filtrationAfter filtration and evaporation under reduced pressure
  2. customthe crude product is purified by chromatography
  3. washeluting with a cyclohexane/ethyl acetate mixture 95/5

Sources & evidence

ORD record
ord-e77bbf1766a64a3f915efbd91dbb78a2
Source dataset
uspto-grants-2003_05
Patent number
US06563008B2

Reaction notes

Loading…