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p-Toluenesulfonic acid → Trans 4-(Bromomethyl)-2-(Diethoxyphosphinoylmethyl)-1,3-Dioxolane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | p-Toluenesulfonic acid | HCID 6101 | — |
| 反応物 | 3-Bromo-1,2-propanediol | HCID 20827 | — |
| 反応物 | Diethyl (2,2-diethoxyethyl)phosphonate | HCID 82071 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Trans 4-(Bromomethyl)-2-(Diethoxyphosphinoylmethyl)-1,3-Dioxolane | HCID 56632209 | 96% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06127540 |
| 出典データセット | uspto-grants-2000_10 |
| ORD ID | ord-296f24d0051443a9b8e73d11e9abf7fb |
| 出典メモ | uspto-grants-2000_10 |