反应详情

The compound (−)-(S)-α-ethyl-2-oxo-1-pyrrolidineacetamide is prepared by suspending 50 grams of (S)-2-aminobutyramide hydrochloride in 500 mL of dichloromethane at room temperature, then cooling to temperatures between −5 and 0° C. and adding 81.2 grams of potassium hydroxide and 23.3 grams of tetrabutylammonium bromide at those temperatures. A 66.4 gram amount of 4-chlorobutyryl chloride is added at the same temperatures. After completion of the reaction, solids are removed by filtration, the solution is adjusted to pH 7-7.5 with acetic acid, and dichloromethane is partially evaporated by the application of a vacuum. 150 mL of ethyl acetate are added to precipitate the product, which is isolated by filtration and washed with ethyl acetate and then with acetone; the product has a chiral purity of 99.8 percent by high performance liquid chromatography. The final product is purified by recrystallization from ethyl acetate, giving a yield of 60-65 percent.

1. customat room temperature
2. temperaturecooling to temperatures between −5 and 0° C.
3. customAfter completion of the reaction, solids
4. customare removed by filtration
5. customis partially evaporated by the application of a vacuum
6. addition150 mL of ethyl acetate are added
7. customto precipitate the product
8. customwhich is isolated by filtration
9. washwashed with ethyl acetate
10. customThe final product is purified by recrystallization from ethyl acetate
11. customgiving a yield of 60-65 percent