反応 #50100

反応方程式

trichlorofluoro alcohol

2,2,6-trichloro-6-fluorocyclohexanol

PCC

ether

→

diol

収率 73.9%

2,2,6-trichloro-6-fluoro-1,1-cyclohexane-diol

収率 73.9%

溶媒

dichloroethane

反応条件

後処理

1. 1
   その他fitted with a condenser and with magnetic stirring
2. 2
   温度the mixture was heated
3. 3
   温度to reflux under argon atmosphere for 7 h
4. 4
   温度to cool
5. 5
   ろ過the whole being filtered on florisil
6. 6
   その他The solvents were evaporated off
7. 7
   その他purified by flash chromatography (eluent

実験手順

0.96 g (4.33 mmol) of trichlorofluoro alcohol 1b in solution in 10 cm3 of dichloroethane were introduced into a 25-cm3 round bottom flask fitted with a condenser and with magnetic stirring. 2.33 g (2.5 eq.) of PCC were added with a spatula and the mixture was heated to reflux under argon atmosphere for 7 h. The reaction mixture was allowed to cool and was then taken up with 100 cm3 of ether, the whole being filtered on florisil. The solvents were evaporated off, the residue was incorporated on silica and purified by flash chromatography (eluent: ether/petroleum ether=15/85 then 20/80). 0.03 g of starting alcohol 1b, that was approximately 3%, and 0.05 g of a mixture of alcohol 1b, diol 3a and 0.76 g of pure diol 3a were isolated. The yield of compound was therefore higher than 74%.

出典