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With lithium tert-butoxide; In methanol; water; at 50℃; for 48h;Glovebox;
IN a glove box, t-BuOLi (1 mmol, 2 equivalents, 80.1 mg), B2pin2 (2 mmol, 4 equivalents, 507.9 mg), 0.85 mL of solvent methanol, 10 muL of H 2 O were added to the vial containing the stirrer in turn.4-iodotetrahydropyran (0.5 mmol). The capped vial was removed from the glove box and the reaction mixture was stirred at 50 C for 48 hours. After cooling to room temperature, the reaction mixture was transferred to a 100 mL flask by methanol, and then a small amount of silica gel was added thereto. After removing the solvent in a vacuum, the residue was poured onto a silica gel column and purified by column chromatography, and the solvent was a mixture of petroleum ether/ethyl acetate in a volume ratio of 30:1 to 20:1.The desired product, 4-tetrahydropyranylboronic acid pinacol ester, was obtained in a yield of 50%.
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