反应详情

To a suspension of about 26.07 g of washed about 50% sodium hydride in about 1000 ml of dimethylformamide was added about 90 g of 2-(benzyloxy)-1,3-propanediol with stirring under argon. An about 187.88 g portion of octadecyl iodide and about 150 ml of tetrahydrofuran were added and the thick mixture was stirred with a glass rod, and then with magnetic stirring for about 3 hours. Water was then added and the mixture was extracted with ether. The ether extract was washed with brine, dried and filtered through a pad of florisil. The solvent was removed and the residue chromatographed on florisil, eluting first with petroleum ether, then with about 10% ether in petroleum ether and finally eluting the product with about 30% ether in petroleum ether, giving about 73.3 g of the desired title compound as a waxy solid.

1. stirringthe thick mixture was stirred with a glass rod
2. stirringwith magnetic stirring for about 3 hours
3. extractionthe mixture was extracted with ether
4. extractionThe ether extract
5. washwas washed with brine
6. customdried
7. filtrationfiltered through a pad of florisil
8. customThe solvent was removed
9. customthe residue chromatographed on florisil
10. washeluting first with petroleum ether
11. washwith about 10% ether in petroleum ether and finally eluting the product with about 30% ether in petroleum ether