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HRID 365786作成日:2026年10月27日

p-Toluenesulfonic acid → Trans 4-(Bromomethyl)-2-(Diethoxyphosphinoylmethyl)-1,3-Dioxolane

https://huagongshe.com/reaction/365786

反応式

関与物質

役割名称HCID仕込み量
反応物p-Toluenesulfonic acidHCID 6101—
反応物3-Bromo-1,2-propanediolHCID 20827—
反応物Diethyl (2,2-diethoxyethyl)phosphonateHCID 82071—
反応物Sodium BicarbonateHCID 516892—
溶媒TolueneHCID 1140—
生成物Trans 4-(Bromomethyl)-2-(Diethoxyphosphinoylmethyl)-1,3-DioxolaneHCID 5663220996%

反応手順

To a solution of diethylphosphonoacetaldehyde diethylacetal (15.00 g, 59.0 mmol) and 3-bromo-1,2-propanediol (11.00 g, 71.0 mmol, 1.2 eq.) in toluene (60 mL) was added pTSA (few cristals). The mixture was stirred at reflux for 72 hr and was cooled to room temperature. A saturated solution of sodium bicarbonate was added and the aqueous phase was extracted with dichloromethane. The organic phase was dried over anhydrous sodium sulphate and evaporated under reduced pressure. The crude material was pure by TLC and NMR and gave 17.93 g of the compound in a 96% yield.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06127540
出典データセットuspto-grants-2000_10
ORD IDord-296f24d0051443a9b8e73d11e9abf7fb
出典メモuspto-grants-2000_10