Réaction #70120

Équation de réaction

1-naphthol

tetramethylene sulfoxide

hydrogen chloride

→

4-hydroxynaphthyl-1-tetrahydrothiophenium chloride

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   Autrewas fed to the solution at a temperature below 20° C
2. 2
   AutreNitrogen gas was bubbled
3. 3
   ConcentrationThe reaction solution was concentrated
4. 4
   Autrewas separated

Mode opératoire

In 50 g of methanol were dissolved 10 g (0.069 mol) of 1-naphthol and 7.2 g (0.069 mol) of tetramethylene sulfoxide. The solution was cooled to −16° C. An excess of hydrogen chloride gas was fed to the solution at a temperature below 20° C. Nitrogen gas was bubbled to expel the excess of hydrogen chloride. The reaction solution was concentrated and combined with water and diisopropyl ether, from which a water layer was separated. It was an aqueous solution of 4-hydroxynaphthyl-1-tetrahydrothiophenium chloride. This aqueous solution was used in the subsequent step without further isolation.

Source