反应详情

50 cm3 of 4N aqueous sodium hydroxide are added slowly, with stirring, to a suspension of 20 g of (3aRS,7aRS)-7,7-diphenylperhydroisoindol-4-one hydrochloride in 250 cm3 of ethyl acetate; stirring is continued until the starting material has disappeared. The organic solution is washed with 100 cm3 of distilled water and with 100 cm3 of a saturated sodium chloride solution, dried over magnesium sulphate and filtered. A solution of 9.3 g of D-(−)-mandelic acid in 50 cm3 of ethyl acetate is added with stirring to the solution thus obtained. The crystals formed are filtered filtered off, washed with 50 cm3 of ethyl acetate (twice) and dried. The crystals are taken up in a solution of 220 cm3 of acetonitrile and 60 cm3 of distilled water and the mixture is brought to reflux with stirring for 15 minutes; the crystals formed are filtered and again crystallized from a mixture of 100 cm3 of acetonitrile and 35 cm3 of distilled water. There are obtained 6.4 g of (3aS,7aS)-7,7-diphenylperhydroisoindol-4-one D-mandelate.

1. washThe organic solution is washed with 100 cm3 of distilled water and with 100 cm3 of a saturated sodium chloride solution
2. dry with materialdried over magnesium sulphate
3. filtrationfiltered
4. additionA solution of 9.3 g of D-(−)-mandelic acid in 50 cm3 of ethyl acetate is added
5. stirringwith stirring to the solution
6. customthus obtained
7. customThe crystals formed
8. filtrationare filtered
9. filtrationfiltered off
10. washwashed with 50 cm3 of ethyl acetate (twice) and
11. customdried
12. temperatureto reflux
13. stirringwith stirring for 15 minutes
14. customthe crystals formed
15. filtrationare filtered
16. customagain crystallized from a mixture of 100 cm3 of acetonitrile and 35 cm3 of distilled water