Réaction #50102

Équation de réaction

sodium hydroxide

alcohol

2,2,6-trichloro-6-fluorocyclohexanol

ether

→

liquid

1,3-dichloro-3-fluoro-7-oxabicyclo[4.1.0]heptane

Solvants

water

Conditions de réaction

Traitement

1. 1
   workup.WAITwas continued for 5 min
2. 2
   Autrethe aqueous phase was separated off
3. 3
   Extractionextracted with ether (5×25 cm3)
4. 4
   Séchagedried over magnesium sulfate
5. 5
   Filtrationfiltered
6. 6
   Autrethe solvent was evaporated off

Mode opératoire

0.85 g (21.3 mmol) of sodium hydroxide pellets were added in three portions to 1.6 g (7.22 mmol) of pure alcohol 1f in suspension in 22 cm3 of distilled water at 15°-20° C. The reaction mixture was kept at room temperature for 1 h 15 min, 10 cm3 of ether were then added, stirring was continued for 5 min and then the aqueous phase was separated off and extracted with ether (5×25 cm3). The ether phases were combined, dried over magnesium sulfate and filtered, and the solvent was evaporated off. 1.28 g of a liquid, the epoxide 2e, were obtained; the crude yield was 96% (macrobore GC purity>98%).

Source