Tributyl borate → HCID 22062101, compound

Temperature

-78 °C

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.

1. stirringstirred for 15 min at the same temperature
2. temperatureCooling bath
3. customwas removed
4. temperatureto warm to ambient temperature
5. stirringstirred for another 15 min
6. additionIce water was added
7. extractionextracted twice with ether
8. washA combined organic layers were washed with brine
9. dry with materialdried over magnesium sulfate
10. customthe solvent was removed under reduced pressure
11. customThe residue was air-dried

ORD record

ord-5fdebd9d2fa548fa97947420aefb00c7

Source dataset

uspto-grants-2001_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06218427B1