Hexane → HCID 22885514, compound

Participants

Reaction Conditions

Reaction Steps

4.43 g (0.025 mole) of 2-phenyl-4(5H)-thiazolone was dissolved in a cosolvent of 150 ml of dichloromethane and 6 ml of pyridine and cooled to 5° C. The solution of N-tosyl-L-alanyl chloride (10 g) dissolved in dichloromethane cooled to below was added to the mixture. The reacting solution was stirred, followed by standing at room temperature for 3 hours. The solution was washed with 1N citric acid, water, 5% sodium bicarbonate and a saturated sodium chloride solution in that order, dried over magnesium sulfonate, filtered; and concentrated under reduced pressure. Yellowish solid residue, so formed, was dissolved in 50 ml of acetone, and 50 ml of hexane was added to the solution. After standing the solution at room temperature for 1 hour, the thick yellowish amorphous solid, so formed, was removed. 200 ml of another hexane was added to the filtrate, followed by 10 hours' standing in the refrigerator. Filtration gave pale yellowish needle crystals as a desired compound.

Provenance & Evidence