تفاعل #2314293

معادلة التفاعل

alcohol

4-Methyl-3-cyclohexenol

p-toluenesulfonyl chloride

HCl

→

4-Methyl-3-cyclohexenol tosylate

المذيبات

pyridine

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر