Tributyl borate → HCID 22062101, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 3,4-methylenedioxybromobenzene (2.00 g, 9.95 mmol) in anhydrous THF (20 ml) was added dropwise to magnesium turnings(254 mg, 10.45 mmol) and stirred for 1 h. After the reaction completed, the reaction mixture was cooled to −78° C., and a solution of tributyl borate (3.22 ml, 11.94 mmol) in anhydrous THF (30 ml) was added dropwise and stirred for 15 min at the same temperature. Cooling bath was removed and the reaction mixture was allowed to warm to ambient temperature and stirred for another 15 min. Ice water was added and the mixture was acidified with hydrochloric acid and extracted twice with ether. A combined organic layers were washed with brine and dried over magnesium sulfate and the solvent was removed under reduced pressure. The residue was air-dried to give 3,4-methylenedioxyphenyl boric acid (986 mg, 60%) as white crystals.

Provenance & Evidence