Dimethyl Sulfoxide → HCID 14210536, compound

Participants

Reaction Conditions

Reaction Steps

14.2 g (0.08 mole) of freshly recrystallized N-bromosuccinimide are introduced into 12.6 g (0.04 mole) of 2,2-dimethyl-6-(4-methylphenylsulfonyl)chromene in a solution composed of 70 ml of dimethyl sulfoxide and 1.4 ml of water while cooling (isopropanol/dry ice) at about 15° C. The temperature rises transiently to 27°. It is cooled to 20° C. and, after stirring for one hour, introduced into ice/ethyl acetate. The ethyl acetate phase is washed several times with water and dried over Na2SO4. The bromohydrin derivative crystallizes on concentration. Crystals of melting point: 141°-142° C.

Provenance & Evidence