반응 #50100

반응 방정식

trichlorofluoro alcohol

2,2,6-trichloro-6-fluorocyclohexanol

PCC

ether

→

diol

수율 73.9%

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

수율 73.9%

용매

dichloroethane

반응 조건

후처리

1. 1
   기타fitted with a condenser and with magnetic stirring
2. 2
   온도the mixture was heated
3. 3
   온도to reflux under argon atmosphere for 7 h
4. 4
   온도to cool
5. 5
   여과the whole being filtered on florisil
6. 6
   기타The solvents were evaporated off
7. 7
   기타purified by flash chromatography (eluent

실험 절차

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%.

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