反应详情

To a solution of 1′-benzyl-5-methyl-3H-spiro[1-benzofuran-2,4′-piperidine](0.12 g, 0.41 mol) in dichloromethane (3 ml) was added 1-chloroethyl chloroformate (87 mg, 0.61 mmol). The solution was stirred at room temperature overnight. The solvent was removed i. vacuo. The residue was dissolved in methanol (3 ml), and the solution was heated at 70° C. for 2 h. The solvent was eeporated, and the residue treated with diethyl ether. The precipitate formed was collected by filtration, washed with diethyl ether, and dissolved in methanol (1 ml). Water (25 ml) was added, and pH was adjusted to 10 by addition of 2 M aq. NaOH. The mixture was extracted with dichloromethane (2×25 ml), and the combined organic extracts were dried over Na2SO4. Evaporation of solvent afforded brownish oil (64 mg, 77%).

1. customThe solvent was removed i
2. dissolutionThe residue was dissolved in methanol (3 ml)
3. temperaturethe solution was heated at 70° C. for 2 h
4. additionthe residue treated with diethyl ether
5. customThe precipitate formed
6. filtrationwas collected by filtration
7. washwashed with diethyl ether
8. dissolutiondissolved in methanol (1 ml)
9. additionWater (25 ml) was added
10. additionpH was adjusted to 10 by addition of 2 M aq. NaOH
11. extractionThe mixture was extracted with dichloromethane (2×25 ml)
12. dry with materialthe combined organic extracts were dried over Na2SO4
13. customEvaporation of solvent