2-FLUOROPHENYL CYCLOPENTYL KETONE Chemical Properties

Boiling point:

275.8±13.0 °C(Predicted)

Density 

1.131±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Oil

color 

Colourless

2-FLUOROPHENYL CYCLOPENTYL KETONE Usage And Synthesis

Uses

2-Fluorophenyl cyclopentyl ketone is a precursor in the synthesis of fluoroketamine.

Synthesis

General procedure for the synthesis of 2-fluorophenylcyclopentanone from 2-fluorobenzonitrile and cyclopentylmagnesium bromide: 2-fluorobenzonitrile (5.0 g, 41.01 mmol) was added to 80 mL of THF containing 2 moles of cyclopentylmagnesium bromide in THF solution (20.51 mL, 41.01 mmol) and CuBr (0.100 g) under argon protection at 60 °C and the reaction was The reaction was stirred for 15 hours. After completion of the reaction, the reaction mixture was cooled to 0 °C, 5% sulfuric acid solution was added, and stirring was continued for 15 hours. Subsequently, the reaction mixture was extracted with ether three times. The organic layers were combined, dried with anhydrous MgSO4, concentrated and the residue was purified by column chromatography (eluent: a mixture of ethyl acetate and hexane) to afford the target product 2-fluorophenyl cyclopentanone (3.085 g, 40% yield). The mass spectrum (ES) showed m/z=192.15 (M+1)+.

References

[1] Patent: WO2005/66126, 2005, A1. Location in patent: Page/Page column 83

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