反应详情

A solution of 3 g of potassium cyanide in 15 ml of water is added to 25 ml of a methylene chloride solution containing 3.3 g of 5,7-dibenzyloxyisoquinoline. 6.4 g of benzoyl chloride are added to the mixture at 0° C for 2 hours under stirring. After the mixture is allowed to stand at room temperature, the methylene chloride layer is separated therefrom. The methylene chloride solution separated is washed with an aqueous 1% sodium hydroxide solution and water, respectively. The methylene chloride solution is then dried and evaporated to remove solvent. The oily residue thus obtained is dissolved in 10 ml of ether, and this solution is poured onto a silica gel column. The column is eluted with a mixture of ether and hexane. The eluate is evaporated to remove solvent, and the crystalline residue thus obtained is recrystallized from ethanol. 4 g of 2-benzoyl-1-cyano-5,7-dibenzyloxy-1,2-dihydroisoquinoline are thereby obtained. Yield: 64% M.p. 123° - 125° C.

1. customto stand at room temperature
2. customthe methylene chloride layer is separated
3. customThe methylene chloride solution separated
4. washis washed with an aqueous 1% sodium hydroxide solution and water
5. dry with materialThe methylene chloride solution is then dried
6. customevaporated
7. customto remove solvent
8. customThe oily residue thus obtained
9. additionthis solution is poured onto a silica gel column
10. washThe column is eluted with a mixture of ether and hexane
11. customThe eluate is evaporated
12. customto remove solvent
13. customthe crystalline residue thus obtained
14. customis recrystallized from ethanol