反应详情

7,7-Dimethyl-5,6,7,8-tetrahydro-quinoline-2-carboxylic acid methyl ester (1.88 g, 8.57 mmol) was dissolved in THF (30 mL) and water (10 mL). Lithium hydroxide monohydrate (616 mg, 25.7 mmol) was added with stirring at room temperature and the reaction mixture was stirred at reflux temperature for 1 h. The mixture was cooled, acidified with 2 N HCl to pH=5 and extracted with ethyl acetate. The organic phases were combined, dried with Na2SO4, and concentrated in vacuo. The residue was stirred with ethyl acetate (5 mL) at 40° C.; n-heptane (10 mL) was added and stirring at room temperature continued for 30 min. The precipitate was filtered and dried to give 1.7 g (96%) of the title compound as white solid; MS (ISP): m/e 206.1 [M+H]+.

1. stirringthe reaction mixture was stirred
2. temperatureat reflux temperature for 1 h
3. temperatureThe mixture was cooled
4. extractionextracted with ethyl acetate
5. dry with materialdried with Na2SO4
6. concentrationconcentrated in vacuo
7. stirringThe residue was stirred with ethyl acetate (5 mL) at 40° C.
8. additionn-heptane (10 mL) was added
9. stirringstirring at room temperature
10. filtrationThe precipitate was filtered
11. customdried