Reacción #2314293

Ecuación de reacción

alcohol

4-Methyl-3-cyclohexenol

p-toluenesulfonyl chloride

HCl

→

4-Methyl-3-cyclohexenol tosylate

Disolventes

pyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITto stand at −20° C. for a further 16 hours
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   ExtracciónThe combined organic layers are extracted with brine
4. 4
   Secadodried over sodium sulfate
5. 5
   OtroThe solvent is removed in vacuo

Procedimiento

To a solution of alcohol 4C (R=methyl) (10 g) and p-toluenesulfonyl chloride (20.8 g) in anhydrous tetrahydrofaran (21 mL) at 0° C. is added anhydrous pyridine (21 mL). The reaction is allowed to stir in an ice bath for 2 hours, and is then allowed to stand at −20° C. for a further 16 hours. The reaction mixture is then poured into 2M HCl (75 mL) and extracted with ethyl acetate. The combined organic layers are extracted with brine and dried over sodium sulfate. The solvent is removed in vacuo.

Fuente