2-Fluoro-2-trifluoromethyl-4-octenamide → 2-Fluoro-2-trifluoromethyloctanamide

HRID 1738737Notes

Reaction equation

HRID 1738737 reaction equation
[F:1][C:2]([C:12]([F:15])([F:14])[F:13])([CH2:6][CH:7]=[CH:8][CH2:9][CH2:10][CH3:11])[C:3]([NH2:5])=[O:4].[H][H]>CO.[C].[Pd]>[F:1][C:2]([C:12]([F:13])([F:15])[F:14])([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[C:3]([NH2:5])=[O:4]

Participants

5

Reactant 2

HCID 538353032-Fluoro-2-trifluoromethyl-4-octenamideHCID 178418361HCID 178418361, compound

Product 1

HCID 218389932-Fluoro-2-trifluoromethyloctanamideYield 76.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

Into a solution of 1.30 g of 2-fluoro-2-trifluoromethyl-4-octenamide in 13 ml of methanol, palladium-carbon (13 mg) was added under nitrogen. After the atmosphere was replaced with hydrogen, the mixture was stirred for 24 hours. To remove the catalyst, the resulting mixture was filtered with celite and the filtrate was concentrated. The raw product was purified by silica gel column chromatography to obtain 1.0 g of the desired compound.

Workup

  1. customTo remove the catalyst
  2. filtrationthe resulting mixture was filtered with celite
  3. concentrationthe filtrate was concentrated
  4. customThe raw product was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-ef76b54f5af44c2c907b8960f8b5f388
Source dataset
uspto-grants-1999_10
Patent number
US05965059

Reaction notes

Loading…