Dibromodifluoromethane → Benzyl 6,6-difluoro-5-methyl-5-hexenoate

Reaktionsgleichung

CN(P(N(C)C)N(C)C)C.Br[C:12](Br)([F:14])[F:13].O=[C:17]([CH3:31])[CH2:18][CH2:19][CH2:20][C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22]>COCCOCCOC>[F:13][C:12]([F:14])=[C:17]([CH3:31])[CH2:18][CH2:19][CH2:20][C:21]([O:23][CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)=[O:22]

Komponenten

Versuchsvorschrift

27.85 g Tris(dimethylamino)phosphine was added dropwise to a solution of 17.90 g dibromodifluoromethane in 130 ml diglyme, maintained under a nitrogen atmosphere and ice bath cooling. After stirring for one hour on the ice bath, 8.82 g benzyl 5-oxohexanoate in 70 ml diglyme was added slowly, dropwise. The ice bath was then removed and the reaction mixture stirred for 3 hours at room temperature, allowed to stand overnight, poured into 200 ml ice water and extracted with ether. The ether phase was washed twice with water, dried over sodium sulphate, filtered and concentrated in a rotary evaporator. The residue was distilled under reduced pressure.