反应详情

60 g of trimethylsilyl cyanide are added via syringe to a mixture of 75 g of 6-methoxy-1-indanon, 0.8 g of anhydrous zinc iodide and 150 milliliters of anhydrous toluene. The reaction mixture was heated to 60 degrees Centrigrade for 6 hours and then stirred for 16 hours without heating. To a cooled suspension of 44 g of lithium aluminium hydride in 1300 milliliters of anhydrous ether was added the solution of the unpurified cyanohydrin in ether at 0°-5° C. After the addition had been completed the reaction mixture was refluxed with stirring for 21/2 hours. After cooling destruction of the excess lithium aluminium hydride was completed by cautious dropwise addition of 45 milliliters of water followed by dropwise addition of 45 milliliters of 14% sodiumhydroxide solution and subsequent addition of 190 milliliters of water. Stirring was continued for 30 minutes. Filtration and extraction with dichloromethane gave a clear organic solution which was dried over anhydrous magnesium sulphate and evaporated, and the residue was crystallized from ether. Yield: 58 grams of product.

1. temperatureThe reaction mixture was heated to 60 degrees Centrigrade for 6 hours
2. temperaturewithout heating
3. additionAfter the addition
4. temperaturewas refluxed
5. stirringwith stirring for 21/2 hours
6. temperatureAfter cooling
7. customdestruction of the excess lithium aluminium hydride
8. additionwas completed by cautious dropwise addition of 45 milliliters of water
9. additionfollowed by dropwise addition of 45 milliliters of 14% sodiumhydroxide solution and subsequent addition of 190 milliliters of water
10. stirringStirring
11. waitwas continued for 30 minutes
12. filtrationFiltration and extraction with dichloromethane
13. customgave a clear organic solution which
14. dry with materialwas dried over anhydrous magnesium sulphate
15. customevaporated
16. customthe residue was crystallized from ether