反应详情

The more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenyl-cyclohexyl-methyl)-3-[2-(1H-indol-3-yl)-1-methyl-ethyl]-urea (157 mg, 0.36 mmole) was dissolved in ethyl methyl ketone (6 ml). Chlorotrimethylsilane (69 μl, 0.6 mmole) was added dropwise with stirring at RT. On stirring for one hour at RT, only a little precipitate formed. The reaction solution was combined with diethyl ether (25 ml). The mixture was then vigorously stirred at RT for 1 h. A colorless precipitate was formed. The solid was filtered out, washed with diethyl ether (3×2 ml) and dried under a vacuum. The hydrochloride of the more nonpolar diastereoisomer of 1-(4-dimethylamino-4-phenyl-cyclohexylmethyl)-3-[2-(1H-indol-3-yl)-1-methyl-ethyl]-urea (163 mg, m.p. 150-155° C., 97%; Example 25) was obtained in this manner as a colorless solid.

1. stirringOn stirring for one hour at RT
2. customonly a little precipitate formed
3. stirringThe mixture was then vigorously stirred at RT for 1 h
4. customA colorless precipitate was formed
5. filtrationThe solid was filtered out
6. washwashed with diethyl ether (3×2 ml)
7. customdried under a vacuum