HCID 10954156, compound → (3S)-3-Hexyl-5-methylideneoxolan-2-one

HRID 2105631Notes

Reaction equation

HRID 2105631 reaction equation
[CH2:1]([C@@H:7]([CH2:11][C:12]#[CH:13])[C:8]([OH:10])=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]>C(=O)([O-])[O-].[Ca+2].[Pd+2].C(=O)([O-])[O-].C(O)C>[CH2:1]([C@H:7]1[CH2:11][C:12](=[CH2:13])[O:9][C:8]1=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

4

Reactant 1

HCID 10954156HCID 10954156, compound

Product 1

HCID 68819799(3S)-3-Hexyl-5-methylideneoxolan-2-one

Reagents, catalysts & solvents 2

HCID 17803853Palladium on calcium carbonateCatalystHCID 702EthanolSolvent

Procedure

Under an atmosphere of argon, ethanol solution of (2S)-2-hexylpent-4-ynoic acid was reacted in the presence of palladium-calcium carbonate to give (3S)-3-hexyl-5-methylidenedihydrofuran-2-(3H)-one. The obtained compound was reacted in the presence of 5% palladium-carbon, under an atmosphere of hydrogen gas, to give the compound of the present invention having the following physical data.

Sources & evidence

ORD record
ord-16220f78431a4d55a26001ab67b9551b
Source dataset
uspto-grants-2009_08
Patent number
US07579375B2

Reaction notes

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