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Chloromethyl Methyl Ether → Diethyl 1-(methoxymethyl)-2,5-dioxo-4-imidazolylphosphonate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Chloromethyl Methyl Ether | HCID 7864 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Diethyl (2,5-dioxo-2,5-dihydro-1H-imidazol-4-yl)phosphonate | HCID 53733419 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | Diethyl 1-(methoxymethyl)-2,5-dioxo-4-imidazolylphosphonate | HCID 53791991 | — |
反応手順
To a solution of diethyl 2,5-dioxo-4-imidazolylphosphonate (3.61 g, 0.015 moles) in DMF (10 mL), under N2, is added sodium hydride (80% dispersion in oil) (0.55 g, 0.018 moles) and stirred for 5 minutes. Chloromethyl methyl ether (tech. grade 85%) (1.9 mL, 0.021 moles) is added. This mixture is stirred at room temperature for 4 hours, diluted with ether and ethyl acetate (300 mL) and then washed with water and brine before drying over MgSO4. The aqueous layer is back extracted with methylene chloride and combined with the previous organic fraction. Evaporation of solvents and chromatography (eluant 1% methanol in chloroform) and evaporation under high vacuum affords the required product.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05308853 |
| 出典データセット | uspto-grants-1994_05 |
| ORD ID | ord-b827a0970433490393d7126541b0b1b2 |
| 出典メモ | uspto-grants-1994_05 |