반응 #216466

반응 방정식

water

Sodium hydride

benzyl mercaptan

3-n-Propyloxetan-3-ylmethyl methanesulphonate

→

2,2-Di-(benzylthiomethyl)pentan-1-ol

용매

dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture was stirred at 0° C. for 1 hour
2. 2
   온도The mixture was refluxed
3. 3
   workup.STIRRINGwith stirring for 6 hours
4. 4
   온도The mixture was cooled
5. 5
   추출The aqueous mixture was extracted with diethyl ether
6. 6
   세척The ethereal extracts were washed with water
7. 7
   건조dried over anhydrous magnesium sulphate
8. 8
   기타evaporated in vacuo
9. 9
   기타The residue was chromatographed on silica
10. 10
    세척eluting with 1:4

실험 절차

A solution of benzyl mercaptan (25.0 ml) in dry dimethylformamide (100 ml) was stirred at 0° C., under a current of nitrogen. Sodium hydride (6.0 g., 80% dispersion in oil) was added carefully and the mixture was stirred at 0° for 1 hour. 3-n-Propyloxetan-3-ylmethyl methanesulphonate (10.0 g.) was added and the mixture was stirred at 0° C. for 1 hour. The mixture was refluxed with stirring for 6 hours. The mixture was cooled and poured into water. The aqueous mixture was extracted with diethyl ether. The ethereal extracts were washed with water, dried over anhydrous magnesium sulphate and evaporated in vacuo. The residue was chromatographed on silica, eluting with 1:4; diethyl ether: hexane. 2,2-Di-(benzylthiomethyl)pentan-1-ol was obtained as a pale yellow oil (15.6 g.)

출처