Pyridine → HCID 11076432, compound

Participants

Reaction Steps

A solution of 400 grams (g) of 2-trifluoromethylbenzenesulfonyl chloride in 600 milliliters (mL) of isopropanol was cooled in an ice bath and treated with a solution of 180 mL of pyridine in 200 mL of isopropanol at a rate to keep the internal temperature <10° C. The mixture was maintained at 0°-5° C. for 24 hours, then treated with 1 liter (L) of ether. The slurry was filtered and the solvent removed from the filtrate in vacuo. To the filtrate was added 800 mL of ether and the resulting mixture was washed with 500 mL portions of 5% aqueous hydrochloric acid, water, saturated aqueous sodium bicarbonate, water, and then brine. The organic phase was dried through calcium sulfate and the solvent removed in vacuo to yield 306 g isopropyl 2-trifluoromethylbenzenesulfonate as an oil.

Provenance & Evidence