반응 #1352596

반응 방정식

THF

n-BuLi

phenylphosphine

→

phosphetane

(2R,4R)-2,4-Diethyl-1-phenylphosphetane

용매

diethyl ether

—

hexanes

반응 조건

후처리

1. 1
   온도with cooling to −75° C. for the second half
2. 2
   workup.WAITThe mixture was then left
3. 3
   온도to warm overnight
4. 4
   기타After removal of the solvent, pentane (250 ml) and water (100 ml)
5. 5
   workup.ADDITIONwere added to the residue
6. 6
   기타The organic layer was dried
7. 7
   기타the solvent was removed

실험 절차

A solution of n-BuLi in hexanes (88 ml of 2.5 N solution), diluted with diethyl ether (400 ml), was added over 3 hours to a stirred mixture of phenylphosphine (10.0 g, 90.1 mmol) and the cyclic sulfate (4S,7S)-4,7-diethyl-2,2-dioxo-1,3,2-dioxathian (19.6 g, 0.1 mol, 10% excess) in of THF (1 L), under a nitrogen atmosphere. The mixture was maintained at a temperature of −30° C. during the first half of the addition period, with cooling to −75° C. for the second half. The mixture was then left to warm overnight. After removal of the solvent, pentane (250 ml) and water (100 ml) were added to the residue. The organic layer was dried, and the solvent was removed to leave the phosphetane as a pale yellow oil which was pure with the exception of a small amount of unreacted phenylphosphine as impurity. After distillation (bp.=81° C. at 0.05 mm), 9.94 g of (2R,4R)-2,4-diethyl-1-phenylphosphetane (53% yield based on phenylphosphine) was obtained.

출처