HCID 54503777, compound → HCID 54195819, compound

HRID 893821Notes

Reaction equation

HRID 893821 reaction equation
[F:1][C@:2]([C:14]([F:17])([F:16])[F:15])([CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:3]([OH:5])=[O:4].[H][H]>CCOCC>[F:1][C@:2]([C:14]([F:15])([F:17])[F:16])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH3:13])[C:3]([OH:5])=[O:4]

Participants

4

Reactant 2

HCID 54503777HCID 54503777, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 54195819HCID 54195819, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

In 120 ml of ether was dissolved 10 g (39 mmol) of (R)-2-fluoro-2-(trifluoromethyl)-4-decenoic acid, and 3 g of activated carbon having 5% palladium supported thereon was added to the above-obtained solution. The resulting mixture was vigorously stirred under an atmospheric-pressure hydrogen atmosphere for 96 hours. Subsequently, the reaction mixture was filtered through Celite, and the solvent was removed under reduced pressure, thereby obtaining 8.5 g of (R)-(+)-2-fluoro-2-(trifluoromethyl)decanoic acid having the physical properties as mentioned hereinbefore, in a yield of 85%.

Workup

  1. additionsupported thereon was added to the above-obtained solution
  2. filtrationSubsequently, the reaction mixture was filtered through Celite
  3. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-2fc49fe08e8b4c31bb8f0c9d6383236b
Source dataset
uspto-grants-1992_06
Patent number
US05126482

Reaction notes

Loading…