반응 #83705

반응 방정식

sodium hydroxide

(3aRS,4RS,7aSR)-2-benzyl-7,7-dimethoxy -4-(2-methoxyphenyl)-4-perhydroisoindolol

triethylamine

trifluoroacetic acid

→

perhydroisoindolone

용매

dichloromethane

반응 조건

후처리

1. 1
   온도the reaction mixture, cooled to +5° C.
2. 2
   기타The organic phase is separated out
3. 3
   세척washed with water
4. 4
   건조dried over magnesium sulphate
5. 5
   농축concentrated to dryness under reduced pressure (2.7 kPa)
6. 6
   기타The oil obtained
7. 7
   기타is crystallized in diisopropyl ether
8. 8
   세척The solid, washed with petroleum ether
9. 9
   기타dried under reduced pressure at 40° C

실험 절차

To a solution of 7 g of (3aRS,4RS,7aSR)-2-benzyl-7,7-dimethoxy -4-(2-methoxyphenyl)-4-perhydroisoindolol in 70 cm3 of dry dichloromethane are added 6.5 cm3 of triethylamine and 6.5 cm3 of trifluoroacetic acid. After stirring for 3 hours at room temperature, the reaction mixture, cooled to +5° C., is basified with 50 cm3 of 1N sodium hydroxide. The organic phase is separated out, washed with water, dried over magnesium sulphate and then concentrated to dryness under reduced pressure (2.7 kPa). The oil obtained is crystallized in diisopropyl ether. The solid, washed with petroleum ether, is then drained and dried under reduced pressure at 40° C. 3.4 g of (3aRS,7RS,7aSR)-2-benzyl-7-hydroxy -7-(2-methoxyphenyl)-4)-perhydroisoindolone are obtained, in the form of a cream-coloured solid. M.p.=96C.

출처