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HRID 1987475作成日:2026年10月27日

Water → 2-(2,4,6-Trimethoxybenzylthio)phenylboronic acid

https://huagongshe.com/reaction/1987475

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Trimethyl borateHCID 8470—
反応物(2-Bromophenyl)(2,4,6-trimethoxybenzyl)sulfaneHCID 66870845—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
生成物2-(2,4,6-Trimethoxybenzylthio)phenylboronic acidHCID 6864361746%

反応条件

温度-78 °C

反応手順

To a solution of 4.22 g (2-bromophenyl)(2,4,6-trimethoxybenzyl)sulfane (11.56 mmol) in 150 ml dry THF at −78° C. was added slowly 5.6 ml 2.5M n-BuLi. The solution was stirred at −78° C. for 25 minutes. 1.6 ml B(OMe)3 was added at −78° C. The reaction was stirred 2 hours at RT. 100 ml water was added, stirred overnight. The mixture was extracted with ethyl acetate (2×100 ml). The organic layer was washed with brine, dried over magnesium sulfate, filtered and concentrated. Purification by gradient chromatography (hexane:ethyl acetate 60:40) yielded 1.762 g product (5.3 mmol, 46% yield).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07550505B2
出典データセットuspto-grants-2009_06
ORD IDord-5bb9f67d1d0041ea82ea67177f16ec95
出典メモuspto-grants-2009_06