Réaction #5455

Équation de réaction

compound

3-Carboxy-2-methylthio-4-oxo-6,7,8-trifluoro-4H-1-benzothiopyran

p-methoxybenzyl chloride

triethylamine

sodium iodide

→

title compound

Rendement 32.4%

3-(4- Methoxybenzyloxycarbonyl)-2-methylthio-4-oxo-6,7,8-trifluoro-4H-1-benzothiopyran

Rendement 32.4%

Solvants

chloroform

Conditions de réaction

Traitement

1. 1
   Extractionextracted with dichloromethane
2. 2
   LavageThe organic layer was washed with water and with saturated saline solution
3. 3
   Séchagedried over anhydrous sodium sulfate
4. 4
   Concentrationconcentrated
5. 5
   AutreThe residue was purified by means of silica gel column chromatography (CHCl3)

Mode opératoire

To a suspension of 50 mg (0.163 mmol) of the compound of Example 112 in 0.2 ml of chloroform were added 30.7 mg (0.196 mmol) of p-methoxybenzyl chloride, 16.5 mg (0.163 mmol) of triethylamine and 29.4 mg (0.196 mmol) of sodium iodide, and the mixture was stirred for 5 hours at room temperature, which was poured into ice-water and extracted with dichloromethane. The organic layer was washed with water and with saturated saline solution, dried over anhydrous sodium sulfate and concentrated. The residue was purified by means of silica gel column chromatography (CHCl3) to obtain 22.5 mg (0.0528 mmol) of title compound (yield 32%).

Source