1-(4-FLUOROPHENYL)CYCLOPENTANECARBONITRILE synthesis
- Product Name:1-(4-FLUOROPHENYL)CYCLOPENTANECARBONITRILE
- CAS Number:83706-50-7
- Molecular formula:C12H12FN
- Molecular Weight:189.23
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