反応 #446931

反応方程式

ammonium chloride

N-Butyllithium

2-methylthiophene

oxetane

→

title compound

収率 17.6%

5-Methyl-2-thienylpropanol

収率 17.6%

溶媒

hexane

THF

THF

反応条件

後処理

1. 1
   workup.STIRRINGstirring
2. 2
   workup.WAITcontinued for 22.5 h
3. 3
   抽出the mixture extracted with diethyl ether (3×200 ml)
4. 4
   その他dried
5. 5
   その他evaporated in vacuo
6. 6
   その他to give an oil
7. 7
   その他Purification by FCC on silica gel with cyclohexane-diethyl ether (1:1) as eluent

実験手順

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.

出典