تفاعل #1475992

معادلة التفاعل

water

potassium carbonate

thiophenol

(+)-(1R,2S,4R)-1,2-epoxy-8-p-menthene

→

thioether

المردود 100.0%

(+)-(1S,2S,4R)-2-phenylthio-8-p-menthen-1-ol

المردود 100.0%

المذيبات

toluene

dimethylformamide

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas heated
2. 2
   درجة الحرارةunder reflux for 10 hours
3. 3
   غسيلthe separated organic layer was successively washed with water and with brine
4. 4
   تجفيفdried over sodium sulfate
5. 5
   أخرىevaporated
6. 6
   workup.DISTILLATIONAfter distillation in a bulb apparatus

الإجراء التجريبي

A suspension of 164 g (1 M) of the above diastereomeric mixture, 83 g of potassium carbonate and 60.5 g (0.556 M) of thiophenol in a mixture of 380 ml of toluene and 20 ml of dimethylformamide was heated under reflux for 10 hours. After cooling to room temperature and addition of water, the separated organic layer was successively washed with water and with brine, dried over sodium sulfate and evaporated. After distillation in a bulb apparatus, the desired thioether (131 g; ca. 100% yield) was separated from unreacted (+)-(1R,2S,4R)-1,2-epoxy-8-p-menthene. The title compound thus prepared was characterized as follows:

المصدر