1,3-Dichloro-2-propanol → 1-Dodecene

반응식

[Cl:1][CH2:2][CH:3]([OH:6])[CH2:4][Cl:5].B(F)(F)F.O.O.[CH2:13]=[CH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]>>[CH2:13]=[CH:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[Cl:1][CH2:2][CH:3]([O:6][CH:23]([CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH3:13])[CH3:24])[CH2:4][Cl:5]

참가 물질

반응물 3

HCID 72891,3-Dichloro-2-propanol

HCID 81831-Dodecene

HCID 61591Boron trifluoride dihydrate

생성물 2

HCID 81831-Dodecene

HCID 86635908HCID 86635908, 화합물

반응 조건

온도: 95 °C

실험 절차

To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system is added 528 g of 1,3-dichloro-2-propanol, 6.6 g of BF3 dihydrate, and 103 g of 1-dodecene at room temperature. The mixture is heated to 95° C. for 6 hours. The reaction mixture is cooled to room temperature and is then transferred to a 1000 ml separation funnel; 200 ml of heptane is added and two phases are separated. The lower phase (containing excess dichloropropanol, ether products, unreacted and isomerized olefins, and the catalyst) is extracted with 200 ml of heptane three more times. The heptane solutions are combined and the heptane is removed on a rotary evaporator. Distillation of residual heptane under reduced pressure affords 46.3 g of dodecene isomers mixture and 94.4 g of sec-dodecyl 1,3-dichloro-2-propyl ether and isomers. The dodecene mixtures is collected at 80-105° C./0.6 mmHg, and the ether product is collected as 128-141° C./0.6 mmHg)