Reacción #8381

Ecuación de reacción

sodium hydroxide

3-methyl-3-oxetanemethanol

p-toluenesulfonyl chloride

water

→

3-METHYL-3-TOSYLMETHYLOXETANE

Disolventes

methylene chloride

methylene chloride

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas added over 1 hour
2. 2
   OtroA white precipitate formed immediately
3. 3
   OtroThe dichloromethane solution layer was then removed
4. 4
   Secadodried with sodium sulfate
5. 5
   Otrothe solvent was removed

Procedimiento

3-methyl-3-oxetanemethanol (100 g, 0.98 mol) was dissolved in 250 mL methylene chloride, and a 35% solution of sodium hydroxide (143.60 g, 1.08 mol)was added, and the reaction was cooled to 0° C. A solution of p-toluenesulfonyl chloride was added (186.67 g, 0.98 mol) in 375 mL methylene chloride was added over 1 hour. A white precipitate formed immediately. The reaction was stirred for 10 additional hours. 1000 mL of water was added. The dichloromethane solution layer was then removed, and dried with sodium sulfate, and the solvent was removed. Yield: 217.77 grams of 3-methyl-3-tosylmethyloxetane as white crystals, 87%.

Fuente