Water → HCID 54332591, compound

Participants

Reaction Steps

0.63 Gram (1.6 mmol) of the 4-(2-fluoroethoxy)-5-methyl-6-(1-ethyl-5-hydroxypyrazol-4-yl)-carbonylthiochroman-1,1-dioxide (corresponding to pyrazole derivative of the formula (Ia)) obtained in Preparation Example 5 was dissolved in 5 ml of dichloromethane. A solution of 0.4 g (3.2 mmol) of potassium carbonate as a base in 5 ml of water was added. To this mixture solution was added 0.4 ml (3.2 mmol) of n-propanesulfonyl chloride as a reaction reagent, and further, 0.05 g (0.2 mmol) of benzyltriethyl-ammonium chloride as a phase transfer catalyst was added. The mixture was allowed to react at room temperature for 1 day. After the completion of the reaction, water and dichloromethane were added to separate the reaction mixture into two phases. The resultant organic layer was consecutively washed with distilled water, with a saturated sodium hydrogencarbonate aqueous solution and with a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, concentrated and purified by column chromatography (silica gel; hexane:ethyl acetate=1:1) to give 0.55 g (yield 68%) of the subject end product.

Provenance & Evidence