1-(4-Bromophenyl)cyclopentanecarbonitrile synthesis

Yield:143328-19-2 94.1%

Reaction Conditions:

Stage #1: 4-Bromophenylacetonitrilewith sodium hydride in N,N-dimethyl-formamide; for 0.5 h;Reflux;
Stage #2: 1,4-dibromo-butane in N,N-dimethyl-formamide at 20; for 4 h;

Steps:

32 Synthesis of 1-(4-bromophenyl)cyclopentane-1-carbonitrile (32A)

Dissolve NaH (0.15g, 6.12mmol) in DMF (5mL), cool in an ice bath, slowly add 4-bromophenylacetonitrile (0.40g, 2.04mmol) dropwise, stir for 0.5h, add 1,4-dibromobutyl Alkane (0.48g, 2.24mmol), react at room temperature for 4h, add 50mL water, extract with ethyl acetate (20mL×3), combine the organic layers, wash with saturated brine, dry with anhydrous magnesium sulfate, filter with suction, and concentrate under reduced pressure. After separation and purification by column chromatography, 0.48 g of pale yellow liquid was obtained with a yield of 94.1%.

References:

CN113061098,2021,A Location in patent:Paragraph 0313-0316