Diisopropyl Ether → HCID 22449323, compound

Participants

Reaction Steps

(RS)-2a,3,4,5-tetrahydro-1H-benz[cd]indol-2-one (8.65 g, 50 mmol) was dissolved in anhydrous N,N,-dimethylformamide (70 ml). Then, 60% sodium hydride (2.0 g, 50 mmol) was added thereto and the resulting mixture was stirred at room temperature for 1 hour. Successively the reaction mixture obtained was cooled to −20° C., and ethyl 3-bromobutyrate (7.15 ml, 50 mmol) was added thereto. The resulting mixture was stirred at room temperature for further 18 hours. Ethyl acetate and water were added thereto to extract a reaction product. The ethyl acetate solution was washed with saturated saline solution and then dried over anhydrous sodium sulfate, and then the solvent was evaporated under reduced pressure to obtain a reaction product. Thereafter, diisopropyl ether was added to the resulting reaction product to crystallized the same. Thus, the above-described object compound was obtained in an amount of 8.01 g (yield 56%).

Provenance & Evidence