Furfuryl Alcohol → HCID 11286496, compound

Participants

Reaction Steps

14 g of benzyltrimethylammonium chloride and 490 g of furfuryl alcohol are added in succession to 800 g of 50% strength sodium hydroxide solution at 45° C. 425 g of allylchloride are added dropwise over a period of about one hour, the reaction mixture heating up slowly and later boiling under reflux. The reaction is allowed to go to completion for an additional hour at a bottom temperature of about 80° C., and 100 ml of cyclohexane and 700 ml of water are added. The salt phase is separated off and the organic phase is washed 3 times with 200 ml of water and then freed from water by azeotropic distillation. The crude product is fractionated over a short column, 548 g of approximately 96% pure allyl furfuryl ether being obtained at 69° C. to 70° C./13 hPa, the structure of which is confirmed by the 1H-NMR spectrum (furfuryl signals at δ=7.39; 6.33; 6.31; 4.45 ppm). The remaining 4% comprises dioxatricyclodecene as an internal cyclo addition product from the title compound.

Provenance & Evidence