Electric Literature of 628-20-6, A common heterocyclic compound, 628-20-6, name is 4-Chlorobutyronitrile, molecular formula is C4H6ClN, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: A solution of the corresponding omega-halonitrile (2.5 mmol) in dimethylformamide (0.5 ml)was added over 1.5 h to a mixture of the arylamine (5 mmol), K2CO3 (345.5 mg, 2.5 mmol)and KI (830 mg, 5 mmol) in dimethylformamide (3 ml) for compounds 1 or dimethylformamide(0.6 ml) and dimethoxyethane (2.4 ml) for compounds 4. The mixture wasstirred at the indicated temperature for 5 h. After completion of the reaction, as indicatedby TLC, the mixture was diluted with ethyl ether (50 ml) and water (10 ml). The aqueousphase was separated and additionally extracted once with ethyl ether (30 ml). The combinedorganic layers were washed with water, dried over anhydrous sodium sulfate andfiltered. The filtrate was evaporated in vacuo and the resulting crude material was dissolvedin tetrahydrofuran and treated with 1M borane/THF (30 ml). The solution was refluxedfor 2 h, cooled and treated with methanol. The solvent was then evaporated in vacuo.The residue was refluxed with 10% hydrochloric acid (30 ml) for 2 h, filtered and madealkaline with 10% aqueous sodium hydroxide. The alkaline mixture was extracted withethyl acetate (4 × 20 ml). The organic phase was washed with water (5 ml), dried oversodium sulfate and filtered. The solvent was evaporated in vacuo and the crude product waspurified by column chromatography (silica gel, dichloromethane:methanol:isopropylamine10:1:0.1).
The synthetic route of 628-20-6 has been constantly updated, and we look forward to future research findings.