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ChemicalBook CAS DataBase List 1-Phenylcyclobutanecarbonitrile

1-Phenylcyclobutanecarbonitrile synthesis

3synthesis methods
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Yield: 87.6%

Reaction Conditions:

Stage #1:phenylacetonitrile with sodium hydride in N,N-dimethyl-formamide at 0; for 0.5 h;
Stage #2:1,3-dibromo-propane in N,N-dimethyl-formamide at 20; for 4 h;

Steps:

48 Synthesis of 1-phenylcyclobutane-1-nitrile (48A)
Dissolve NaH (1.02g, 42.68mmol) in DMF (15mL), slowly add benzylacetonitrile (2.00g, 17.07mmol) dropwise at 0, stir for 0.5h, add 1,3-dibromopropane (3.45g, 17.07mmol), react at room temperature for 4h, add 30mL ethyl acetate and 100mL water, separate the organic layer, extract the aqueous layer with ethyl acetate (30mL×3), combine the organic layers, wash with saturated brine, and dry with anhydrous magnesium sulfate. Suction filtration, concentration under reduced pressure, separation and purification by column chromatography to obtain 2.35 g of colorless oil, yield 87.6%,

References:

CN113061098, 2021, A Location in patent:Paragraph 0390-0393

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