HCID 22616357, compound → HCID 12043733, compound

HRID 842956Notes

Reaction equation

HRID 842956 reaction equation
[C:1]([C:3]1([C:15]2[C:24]3[O:23][CH2:22][CH2:21][O:20][C:19]=3[C:18]([O:25][CH3:26])=[CH:17][CH:16]=2)[CH2:8][CH2:7][C:6](=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:5][CH2:4]1)#[N:2]>C(O)C.CC(C)=O.[C].[Pd]>[C:1]([C:3]1([C:15]2[C:24]3[O:23][CH2:22][CH2:21][O:20][C:19]=3[C:18]([O:25][CH3:26])=[CH:17][CH:16]=2)[CH2:8][CH2:7][CH:6]([CH2:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])[CH2:5][CH2:4]1)#[N:2]

Participants

5

Reactant 1

HCID 22616357HCID 22616357, compound

Product 1

HCID 12043733HCID 12043733, compoundYield 100.2%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 180AcetoneSolventHCID 702EthanolSolvent

Procedure

To a solution of Compound 10 (0.55 g, 1.5 mmol) obtained in Example 10 in ethanol (5.5 mL) and acetone (8.0 m) was added 10% palladium-carbon (containing 50% of water) (0.11 g), and the mixture was subjected to a hydrogenation reaction at room temperature and ordinary pressure for 3 hours. After removal of the catalyst, the solvent was evaporated in vacuo from the filtrate to give Compound 20 (0.54 g, 100%) as a mixture of isomers in a pale yellow oil.

Workup

  1. customthe mixture was subjected to a hydrogenation reaction at room temperature
  2. customAfter removal of the catalyst
  3. customthe solvent was evaporated in vacuo from the filtrate

Sources & evidence

ORD record
ord-1ed1c695b7bf4deea7c75d9595050c3a
Source dataset
uspto-grants-2002_04
Patent number
US06376535B2

Reaction notes

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