n-Butyl lithium → 1-(Styrenesulphonyl)-2-oxo-5-methoxy pyrrolidine

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반응 단계

3.29 g of 5-methoxy-2-oxo pyrrolidine (SYNTHESIS 4, 315-17 (1980)) is dissolved in 100 cm3 of anhydrous tetrahydrofuran. After cooling to -20° C. 17.86 cm3 of a 1.6M solution of N-butyllithium in hexane is a while keeping the temperature at about -30° C. The mixture is agitated for 30 minutes at -35° to -30° C., then a solution of 5.80 g of styrenesulphonyl chloride (CA 47, 3262c, 1953) in 14 cm3 of anhydrous tetrahydrofuran is added slowly. After allowing this to return to ambient temperature, the solvent is evaporated under reduced pressure, and the residue is chromatographed on silica gel, eluting with a mixture of ethyl acetate and n-hexane (1--). The product obtained is crystallized from isopropanol, and 3 g of the expected product is obtained. m.p. 98°-99° C.

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