Potassium Hydroxide → HCID 23450690, compound

Participants

Reaction Conditions

Reaction Steps

10 Grams (31 mmol) of 4-hydroxy-5-methyl-6-ethoxycarbonyl-8-chlorothiochroman-1,1-dioxide was dissolved in 30 ml of ethanol, and 50 ml of a 16 wt % potassium hydroxide aqueous solution and 6.1 g (93 mg atom, 3 eq.) of a zinc powder were added. The mixture was stirred under heat at 50° C. for 3 hours. After the completion of the reaction, the zinc powder was separated by filtration. While the reaction mixture was cooled, 2N hydrochloric acid aqueous solution was added to adjust a pH of 1. Then, the reaction mixture was extracted with ethyl acetate twice. An organic layer was washed with a saturated sodium chloride aqueous solution and dried over anhydrous sodium sulfate, and the solvent was distilled off to give 11.5 g (yield 100%) of 4-hydroxy-5-methyl-6-carboxythiochroman-1,1-dioxide.

Provenance & Evidence