Reacción #56591

Ecuación de reacción

sodium bicarbonate

ether

dihydropyrane

6-chlorohexanol

→

product

Rendimiento 86.6%

2-(6-Chlorohexyloxy)tetrahydropyrane

Rendimiento 86.6%

Disolventes

methylenechloride

methylenechloride

Condiciones de reacción

Tratamiento posterior

1. 1
   LavadoThe ether phase was washed with water
2. 2
   Secadodried over sodium sulphate
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated to dryness

Procedimiento

To a mixture of 15 g of 6-chlorohexanol, 100 ml of methylenechloride and 0.2 g of p-toluenesulphonic acid were added dropwise 12 g of dihydropyrane in 40 ml of methylenechloride. The reaction mixture was stirred for 15 h at room temperature and then distributed between ether and saturated sodium bicarbonate solution. The ether phase was washed with water, dried over sodium sulphate, filtered and concentrated to dryness. Chromatography of the residue on silica using hexane/ether (3:1) gave 21 g of the product as a colourless oil.

Fuente