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ChemicalBook CAS DataBase List 2-FLUOROPHENYL CYCLOPENTYL KETONE
111982-45-7

2-FLUOROPHENYL CYCLOPENTYL KETONE synthesis

2synthesis methods
-

Yield:111982-45-7 40%

Reaction Conditions:

Stage #1:2-fluorobenzonitrile;cyclopentylmagnesium bromide with copper(I) bromide in tetrahydrofuran at 60; for 15 h;
Stage #2: with sulfuric acid;water in tetrahydrofuran at 0; for 15 h;

Steps:

100
Preparation 100; Cvclopentvl- (2-fluoro-phenyl)-methanone Stir 2-Fluorobenzonitrile (5. 0g, 41.01 mmole) in 80 ml of THF with a 2 molar cylcopentyl magnesium bromide THF solution (20.51 ml, 41.01 mmole) and CuBr (0. 100g, 0.697 mmole) for 15 hrs at 60 °C under argon gas. Add al5% solution of sulfuric acid to the reaction at 0 °C and stir for 15 hrs. Extract the reaction mixture three times with diethyl ether. Combine organic layers and dry over MgS04 and concentrate Purify residue via column chromatography using mixture of Ethyl Acetate and hexanes ; to give 3.085 grams. Yield 40% MS (ES) = 192.15 (M+1) +.

References:

ELI LILLY AND COMPANY WO2005/66126, 2005, A1 Location in patent:Page/Page column 83

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