Réaction #3175

Équation de réaction

1-hydroxycyclohexyl 4-(2-carboxyethyl)carbonylphenyl ketone

thionyl chloride

→

1-hydroxycyclohexyl 4-(2-chloroformylethyl)carbonylphenyl ketone

Rendement 94.0%

Solvants

diethyl ether

Conditions de réaction

Traitement

1. 1
   AutreA 250-ml round-bottomed flask fitted with a condenser
2. 2
   AutreThe resulting reaction mixture
3. 3
   Autreafter which time the solvent was removed under reduced pressure
4. 4
   TempératureThe residue, a white solid, was maintained at 0.01 Torr =30 minutes
5. 5
   Autreto remove residual solvent and excess thionyl chloride

Mode opératoire

A 250-ml round-bottomed flask fitted with a condenser was charged with 12.0 g of 1-hydroxycyclohexyl 4-(2-carboxyethyl)carbonylphenyl ketone (0.04 mole), 5.95 g (0.05 mole) of thionyl chloride (Aldrich), and 50 ml of diethyl ether. The resulting reaction mixture was stirred at 30° C. for 30 minutes, after which time the solvent was removed under reduced pressure. The residue, a white solid, was maintained at 0.01 Torr =30 minutes to remove residual solvent and excess thionyl chloride, leaving 12.1 g (94 percent) of 1-hydroxycyclohexyl 4-(2-chloroformylethyl)carbonylphenyl ketone.

Source