反应详情

To a solution of 3.0 g. (0.015 mole) of N-methylsaccharin and 2.3 g. (0.015 mole) of 2-methoxyethyl chloroacetate in 15 ml. of dimethylsulfoxide at 40° C. was added 810 mg. (0.033 mole) of sodium hydride over a 2 hour period. The resulting reaction mixture was stirred for 2 hours at 40°-50° C. and was then quenched in 5% hydrochloric acid solution. The resulting suspension was extracted with methylene chloride (2×100 ml.) and the organic layers separated, combined and washed with water (50 ml.) and a brine solution (50 ml). The organic layer was dried over magnesium sulfate and concentrated to an oil, 4.1 g. The product was purified by dissolution of the residue in 5 ml. of acetone and addition of the acetone slowly to 125 ml. of 0.25 N hydrochloric acid. The suspension was allowed to stir for several hours, and was then filtered and dried 2.6 g. (55%). The product is indistinguishable from that reported in U.S. Patent Application Ser. No. 191,716, filed Sept. 29, 1980.

1. customThe resulting reaction mixture
2. customwas then quenched in 5% hydrochloric acid solution
3. extractionThe resulting suspension was extracted with methylene chloride (2×100 ml.)
4. customthe organic layers separated
5. washwashed with water (50 ml.)
6. dry with materialThe organic layer was dried over magnesium sulfate
7. concentrationconcentrated to an oil, 4.1 g
8. customThe product was purified by dissolution of the residue in 5 ml
9. additionof acetone and addition of the acetone slowly to 125 ml
10. stirringto stir for several hours
11. filtrationwas then filtered
12. customdried 2.6 g