Réaction #62704

Équation de réaction

oxalyl chloride

2-butyryl-3-hydroxy-5-(tetrahydrothiopyran-3-yl)cyclohex-2-en-1-one

→

2-butyryl-3-chloro-5-(tetrahydrothiopyran-3-yl)cyclohex-2-en-1-one

Rendement 84.0%

Solvants

methyl tert.-butyl ether

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated
2. 2
   AutreThe oil obtained
3. 3
   Filtrationthe resulting solid was filtered off with suction
4. 4
   Autredried

Mode opératoire

420 ml of oxalyl chloride were added at 0° to 5° C. to 141.2 g (0.5 mol) of 2-butyryl-3-hydroxy-5-(tetrahydrothiopyran-3-yl)cyclohex-2-en-1-one, and the mixture was stirred at room temperature for 16 hours and concentrated. The oil obtained was treated with methyl tert.-butyl ether, and the resulting solid was filtered off with suction and dried. This gave 125.9 g (84% yield) of 2-butyryl-3-chloro-5-(tetrahydrothiopyran-3-yl)cyclohex-2-en-1-one having a melting point of 97° C. (decomposition) (compound no. 312).

Source