Reaktion #2314293

Reaktionsgleichung

alcohol

4-Methyl-3-cyclohexenol

p-toluenesulfonyl chloride

HCl

→

4-Methyl-3-cyclohexenol tosylate

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle