関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Trimethyl borate | HCID 8470 | — |
| 反応物 | (2-Bromophenyl)(2,4,6-trimethoxybenzyl)sulfane | HCID 66870845 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(2,4,6-Trimethoxybenzylthio)phenylboronic acid | HCID 68643617 | 46% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07550505B2 |
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| 出典データセット | uspto-grants-2009_06 |
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| ORD ID | ord-5bb9f67d1d0041ea82ea67177f16ec95 |
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| 出典メモ | uspto-grants-2009_06 |
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