Furfuryl Alcohol → HCID 11286496, compound

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.

1. temperaturethe reaction mixture heating up slowly
2. temperatureunder reflux
3. additionare added
4. customThe salt phase is separated off
5. washthe organic phase is washed 3 times with 200 ml of water
6. distillationfreed from water by azeotropic distillation
7. customobtained at 69° C. to 70° C./13 hPa

ORD record

ord-cf587863c0c245c092cf02f52a66d245

Source dataset

uspto-grants-1997_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05693734