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ChemicalBook CAS DataBase List 1-(4-FLUOROPHENYL)CYCLOPENTANECARBONITRILE
83706-50-7

1-(4-FLUOROPHENYL)CYCLOPENTANECARBONITRILE synthesis

1synthesis methods
-

Yield: 94.1%

Reaction Conditions:

Stage #1:4-fluorophenylacetonitrile with sodium hydride in N,N-dimethyl-formamide for 0.5 h;Cooling with ice;
Stage #2:1,4-dibromo-butane in N,N-dimethyl-formamide at 20; for 4 h;

Steps:

31 Synthesis of 1-(4-fluorophenyl)cyclopentane-1-carbonitrile (31A)
Dissolve NaH (0.15g, 6.12mmol) in anhydrous DMF (5mL), cool in an ice bath, slowly add 4-fluorophenylacetonitrile (0.40g, 2.04mmol) dropwise, stir for 0.5h, add 1,4-bis Bromobutane (0.48g, 2.24mmol), react at room temperature for 4h, add 25mL of water to quench, extract with ethyl acetate (20mL×3), combine the organic layers, wash with saturated brine, dry with anhydrous magnesium sulfate, and filter with suction. Concentrated under reduced pressure, separated and purified by column chromatography to obtain 0.48 g of pale yellow liquid with a yield of 94.1%.

References:

CN113061098, 2021, A Location in patent:Paragraph 0304-0307

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