Réaction #833528

Équation de réaction

3-ethyl-3-hydroxymethyloxetane

pyridine

p-Toluene sulfonyl chloride

→

3-[(tosyloxy)methyl]3-ethyloxetane

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGAfter stirring for 5 hours
2. 2
   Autrewhile keeping at 0° C.
3. 3
   ExtractionIt was extracted with diethyl ether (500 mL)
4. 4
   Lavagewere washed with water
5. 5
   LavageThen, the extracts were washed with a saturated solution of sodium carbonate and water successively
6. 6
   Séchagedried over anhydrous magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off

Mode opératoire

3-ethyl-3-hydroxymethyloxetane (trade name of product, OXT-101®, manufactured by To a Gosei Co.; 116 g) was added to pyridine (500 mL) and cooled to 0° C. while stirring. p-Toluene sulfonyl chloride (190 g) was added divisionally for several times. After stirring for 5 hours while keeping at 0° C., the reaction mixture was poured to iced water (1 L). It was extracted with diethyl ether (500 mL), the pH was rendered acidic with 3% hydrochloric acid, and extracts were washed with water. Then, the extracts were washed with a saturated solution of sodium carbonate and water successively and dried over anhydrous magnesium sulfate. The solvent was distilled off to obtain 3-[(tosyloxy)methyl]3-ethyloxetane (243 g).

Source