Tetrahydrofuran → HCID 69674030, compound

Participants

Reaction Conditions

Reaction Steps

A flask containing 267 mg of tetrakis(triphenylphosphine)palladium and 1.00 g of 2,4-dibromothiazole was subjected to nitrogen substitution. To this flask, 9 ml of dry tetrahydrofuran and 9.9 ml of a 0.5 M benzylzinc bromide tetrahydrofuran solution were added. The obtained mixture was stirred at 70° C. for 6 hours. Thereafter, the reaction solution was cooled to a room temperature, and 30 ml of water was then added thereto, followed by extraction with 30 ml of ethyl acetate twice. The organic layer was washed with 30 ml of water twice and then with 30 ml of a saturated brine once. The resultant was dried over magnesium sulfate. The magnesium sulfate was filtrated, and the organic layer was then concentrated. The residue was then purified by column chromatography (Wako Gel C-200; hexane:ethyl acetate=14:1), so as to obtain 0.36 g of 2-benzyl-4-bromothiazole.

Provenance & Evidence