反应详情

To a solution of 1.35 g (0.00419 mol) of 6-methanesulfonamido-2-(1-methyl-4-piperidyl)indan-1-one in 46 mL of 1,2-dichloroethane was added 1.35 g (0.0063 mol) of 1,8-bis(dimethylamino)naphthalene. The solution was cooled in an ice bath and 1.80 g (0.0126 mol) of 1-chloroethylchloroformate was added dropwise over 5 minutes. The mixture was allowed to warm to room temperature and then was refluxed for 5 hours. The cooled mixture was filtered through a small column of silica gel using methylene chloride to wash the column. The eluate was evaporated in vacuo. The residual 1.35 g of thick oil was dissolved in 10 mL of methanol, and the solution was refluxed for 24 hours. Evaporation of the methanol and crystallization of the residue from methanol afforded 6-methanesulfonamido-2-(4-piperidyl)indan-1-one hydrochloride as a hemi methanol solvate salt: mp 254°-256° (dec.).

1. temperatureThe solution was cooled in an ice bath
2. temperaturewas refluxed for 5 hours
3. filtrationThe cooled mixture was filtered through a small column of silica gel
4. washto wash the column
5. customThe eluate was evaporated in vacuo
6. dissolutionThe residual 1.35 g of thick oil was dissolved in 10 mL of methanol
7. temperaturethe solution was refluxed for 24 hours
8. customEvaporation of the methanol and crystallization of the residue from methanol