반응 #93915

반응 방정식

methyl 8-methoxycarbonyl-8-methylsulfonyl-12-acetoxyheptadecanoate

sodium chloride

dimethylsulfoxide

hydrochloric acid

→

title compound

수율 110.4%

8-methylsulfonyl-12-hydroxyheptadecanoic acid

수율 110.4%

용매

water

water

반응 조건

후처리

1. 1
   온도is heated in a bath
2. 2
   기타The resulting reaction mixture
3. 3
   농축is concentrated in vacuo at 100° C.
4. 4
   기타providing an oily residue which
5. 5
   추출extracted with ether
6. 6
   추출The organic extract
7. 7
   세척is washed with water
8. 8
   건조dried over magnesium sulfate
9. 9
   여과filtered
10. 10
    기타evaporated in vacuo

실험 절차

A mixture of methyl 8-methoxycarbonyl-8-methylsulfonyl-12-acetoxyheptadecanoate (36.7 g., 0.077 mole), sodium chloride (4.68 g., 0.08 mole), water (1 ml.) and dimethylsulfoxide (60 ml.) is heated in a bath maintained at 185° C. under nitrogen for 5 hours. The resulting reaction mixture is concentrated in vacuo at 100° C. providing an oily residue which is diluted with water. The aqueous mixture is acidified to Congo Red with 6N hydrochloric acid and extracted with ether. The organic extract is washed with water, dried over magnesium sulfate, filtered and evaporated in vacuo leaving the title compound as a viscous oil (31 g., 95%), pmr (CDCl3) δ 2.0 (s, 3H), 2.82 (s, 3H), 3.63 (s, 3H) and 4.9 (b, H).

출처