Bromine → 4-(2-Bromo-10H-9-oxa-3-thiabenzo[f]azulen-4-ylidene)-1-methyl-piperidine

Participants

Reaction Conditions

Reaction Steps

Bromine (5 mL, 98 mmol) was added dropwise to a chloroform (300 mL) solution of 1-methyl-4-(10H-9-oxa-3-thiabenzo[f]azulen-4-ylidene)piperidine (19.3 g, 65.0 mmol) at 0° C. The mixture was stirred at 0° C. for 2 hours, and a saturated aqueous sodium hydrogencarbonate solution was then added thereto to allow the separation of an organic layer. The organic layer was washed with a saturated sodium chloride solution and dried over anhydrous sodium sulfate, the solvents were then distilled off under a reduced pressure, and the residue was purified by column chromatography (chloroform:methanol=9:1). The crystals were formed from a petroleum ether, to give 11.2 g (46%) of the captioned compound.

Provenance & Evidence