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HRID 270642作成日:2026年10月27日

Trimethyl borate → 2-(3-Hydroxymethylthiophen-2-yl)ethanol

https://huagongshe.com/reaction/270642

反応式

関与物質

役割名称HCID仕込み量
反応物Trimethyl borateHCID 8470—
反応物Lithium BromideHCID 82050—
反応物Methyl 2-(2-methoxy-2-oxoethyl)thiophene-3-carboxylateHCID 58952963—
反応物HCID 178418435HCID 178418435—
溶媒MethanolHCID 887—
溶媒WaterHCID 962—
溶媒Diethyl EtherHCID 3283—
溶媒TetrahydrofuranHCID 8028—
生成物2-(3-Hydroxymethylthiophen-2-yl)ethanolHCID 1118276190.6%

反応手順

To 800 mL of anhydrous tetrahydrofuran, 31.0 g of sodium boron hydride and 71.3 g of lithium bromide were added, and then 10.6 mL of trimethyl borate was added thereto dropwise at 0° C. The resulting mixture was stirred at room temperature for 30 minutes, and then a solution obtained by dissolving 70.4 g of the compound obtained in Example 1 in 200 mL of tetrahydrofuran was slowly added over 2 hours while allowing the resulting mixture to reflux. The reaction solution was further refluxed for 2 hours then cooled to room temperature. 100 mL of anhydrous methanol was added slowly to the solution, and then 700 mL of ethyl ether and 700 mL of water were added. The organic phase was collected, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to obtain 47.1 g (yield of 90%) of the title compound as an oil.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07449580B2
出典データセットuspto-grants-2008_11
ORD IDord-da60a17647834b40847d67500597ec76
出典メモuspto-grants-2008_11