تفاعل #446931

معادلة التفاعل

ammonium chloride

N-Butyllithium

2-methylthiophene

oxetane

→

title compound

المردود 17.6%

5-Methyl-2-thienylpropanol

المردود 17.6%

المذيبات

hexane

THF

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for 22.5 h
3. 3
   استخلاصthe mixture extracted with diethyl ether (3×200 ml)
4. 4
   أخرىdried
5. 5
   أخرىevaporated in vacuo
6. 6
   أخرىto give an oil
7. 7
   أخرىPurification by FCC on silica gel with cyclohexane-diethyl ether (1:1) as eluent

الإجراء التجريبي

N-Butyllithium in hexane (1.5M; 35.6 ml) was added dropwise at room temperature under nitrogen to a solution of 2-methylthiophene (5.0 g) in dry THF (50 ml). After stirring for 2.25 h, oxetane (4.42 g) in dry THF (15 ml) was added dropwise and stirring continued for 22.5 h. Saturated ammonium chloride solution (200 ml) was added and the mixture extracted with diethyl ether (3×200 ml), dried and evaporated in vacuo to give an oil. Purification by FCC on silica gel with cyclohexane-diethyl ether (1:1) as eluent gave the title compound as a pale orange oil (1.4 g). T.l.c. (cyclohexane-diethyl ether 1:1) Rf 0.31.

المصدر