反应详情

A suspension of (R/S) 3-(1,2,3,4-tetrahydro-quinolin-6-yl)-butyric acid (2.6 g) and sodium bicarbonate (2.2 g) in acetone (40 ml) and water (40 ml) was treated with 2,5-dioxo-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester (4.0 g) and the resulting mixture was stirred at room temperature overnight. The mixture was filtered and the filtrate evaporated to low bulk. The residue was treated with dilute hydrochloric acid and the resulting gummy precipitate was extracted into a mixture of tetrahydrofuran, ethyl acetate and dichloromethane. This solution was washed with brine, then dried and then evaporated to give the title compound (5.8 g) as a light brown oil, which solidified on standing. MS (ES+) 464 (MNa+), MS (ES−) 440 (M−).

1. filtrationThe mixture was filtered
2. customthe filtrate evaporated to low bulk
3. additionThe residue was treated with dilute hydrochloric acid
4. extractionthe resulting gummy precipitate was extracted into a mixture of tetrahydrofuran, ethyl acetate and dichloromethane
5. washThis solution was washed with brine
6. customdried
7. customevaporated