Sodium Chloride → 1-Cyanomethyl-3-methyl-4-phenylthiobenzene

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Reaction Steps

The 1-chloromethyl-3-methyl-4-phenylthiobenzene obtained above is dissolved in N,N-dimemthylformamide (56 ml), and thereto is added finely divided sodium cyanide (18.16 g), and the mixture is stirred at room temperature overnight. To the reaction mixture are added saturated aqueous sodium chloride solution (300 ml) and ice water (300 ml), and the mixture is extracted with ethyl acetate (300 ml×3). The combined extracts are washed with saturated aqueous sodium chloride solution (200 ml×3), dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 1-cyanomethyl-3-methyl-4phenylthiobenzene (45.95 g).

Provenance & Evidence