Réaction #56591

Équation de réaction

sodium bicarbonate

ether

dihydropyrane

6-chlorohexanol

→

product

Rendement 86.6%

2-(6-Chlorohexyloxy)tetrahydropyrane

Rendement 86.6%

Solvants

methylenechloride

methylenechloride

Conditions de réaction

Traitement

1. 1
   LavageThe ether phase was washed with water
2. 2
   Séchagedried over sodium sulphate
3. 3
   Filtrationfiltered
4. 4
   Concentrationconcentrated to dryness

Mode opératoire

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.

Source