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HRID 2247436作成日:2026年10月27日

Ammonium Chloride → 2-Benzyloxy-1-methoxybenzeneboronic acid

https://huagongshe.com/reaction/2247436

反応式

関与物質

役割名称HCID仕込み量
反応物Ammonium ChlorideHCID 25517—
反応物2-(Benzyloxy)-4-bromo-1-methoxybenzeneHCID 14912852—
反応物Triisopropoxy borateHCID 53683132—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
溶媒HexaneHCID 8058—
生成物2-Benzyloxy-1-methoxybenzeneboronic acidHCID 68633201—

反応条件

温度-78 °C

反応手順

4.86 g of 2-Benzyloxy-4-bromo-1-methoxybenzene was dissolved in 100 ml of anhydrous tetrahydrofuran and cooled to −78° C. in a nitrogen atmosphere. 15 ml of 1.6 M n-butyl lithium in hexane was added dropwise, and the mixture was stirred for 30 minutes. 6 ml of Triisopropoxy borate was added all at once, and the mixture was allowed to warm overnight at room temperature. A saturated aqueous ammonium chloride solution was added to the reaction mixture which was then extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated. The residue was dissolved in 1N aqueous sodium hydroxide and extracted with diethyl ether. The aqueous layer was neutralized with 5N hydrochloric acid and extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then filtered, and the filtrate was concentrated to give 1.76 of the title compound.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07687664B2
出典データセットuspto-grants-2010_03
ORD IDord-4a6fe16e71db4bb9aadec937a1c77734
出典メモuspto-grants-2010_03