tert-BUTYL CHLORIDE → 1-Adamantyl tert-butyl phosphine

Reaktionsgleichung

[Li]CCCC.[C:6]12([PH2:16])[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:14][CH:8]([CH2:9]3)[CH2:7]1)[CH2:13]2.[C:17](Cl)([CH3:20])([CH3:19])[CH3:18]>C1COCC1>[C:6]12([PH:16][C:17]([CH3:20])([CH3:19])[CH3:18])[CH2:13][CH:12]3[CH2:11][CH:10]([CH2:9][CH:8]([CH2:14]3)[CH2:7]1)[CH2:15]2

Komponenten

Versuchsvorschrift

nBuLi (20 cm3, 32 mmol 1.6M soln) was added over 1 hour to a cooled solution of 1-adamantyl phosphine (5.0 g, 30 mmol) in THF (100 cm3). The solution was allowed to warm to room temperature and stirred for a further 2 hours. The solution was recooled to 0° C. and tert-butylchloride (2.78 g, 30 mmol) was added and stirring continued for a further 16 hours at room temperature. The reaction mixture was quenched with water and the aqueous phase extracted with dichloromethane (2×50 ml). The organic phase was dried over sodium sulphate and evaporated in-vacuo to yield the title compound.