反应详情

To a solution of 0.583 g of α-(3,4-dimethoxyphenyl)-3,4-dihydro-7-hydroxy-6-methoxy-α-[(4-methylphenyl)thio]-2(1H)-isoquinolineheptanenitrile in 20 mL of N,N-dimethylformamide is added 0.051 g of 60% sodium hydride in oil and the solution stirred for 1 hour. To this solution is added 0.34 g of freshly prepared 2-dimethylaminoethylchloride and 0.60 g of potassium iodide. The solution is stirred at room temperature for 18 hours and then the volatiles are removed at reduced pressure. The residue is dissolved in a minimum amount of ethyl acetate and 5 volumes of diethyl ether is added. This solution is passed through a short pad of hydrous magnesium silicate and the volatiles are removed at reduced pressure. The residue is chromatographed on silica gel using a gradient of diethyl ether to ethyl acetate to methyl alcohol. This afford 0.14 g of the desired product as a clear glass.

1. stirringThe solution is stirred at room temperature for 18 hours
2. customthe volatiles are removed at reduced pressure
3. dissolutionThe residue is dissolved in a minimum amount of ethyl acetate and 5 volumes of diethyl ether
4. additionis added
5. customthe volatiles are removed at reduced pressure
6. customThe residue is chromatographed on silica gel using a gradient of diethyl ether to ethyl acetate to methyl alcohol