1,3-Dichloro-2-propanol → HCID 86635908, compound

Participants

Reaction Conditions

Reaction Steps

To a 1000 ml round bottom flask equipped with condenser, overhead stirrer, and nitrogen inlet system is added 526.2 g of 1,3-dichloro-2-propanol, 7.8 ml of boron trifluoride diethyl etherate, 101 g of 1-dodecene, and 101 g of the olefin isomer mixture obtained from a previous run such as Example II-5 at room temperature. The mixture is heated to 95° C. for 1 hour. The reaction mixture is cooled to room temperature and is then transferred to a 1000 ml separation funnel; 200 ml of heptane are added and two phases are separated. The lower phase is extracted with 200 ml of heptane three more times. The heptane solutions are combined and heptane is removed on a rotary evaporator. Distillation under reduced pressure affords 85.1 of dodecene isomers mixture and 171.2 g of sec-dodecyl 1,3-dichloro-2-propyl ether and isomers. Yield=96% (Based on 1-dodecene). The 13C NMR spectrum is collected. The component ratio corresponding to the C-2, C-3, and higher C linked ethers is determined from the area integration of the peaks as 64:20:16.

Provenance & Evidence