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Diethyl Ether → (+/-)-cis-6-(Cyanomethyl)-1,3-dioxane-4-acetic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | (+/-)-cis-6-(2-Oxoethyl)-1,3-dioxane-4-acetonitrile | HCID 86744693 | — |
| 反応物 | Jones' reagent | HCID 131709961 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | (+/-)-cis-6-(Cyanomethyl)-1,3-dioxane-4-acetic acid | HCID 15045148 | — |
反応手順
Jones reagent (chromium trioxide-sulfuric acid-water), 3.8 mL (97.6 mmol), is added dropwise to a 0° C. solution of (±)-cis-6-(2-oxoethyl)-1,3-dioxane-4-acetonitrile, 1.29 g of (7.6 mmol), dissolved in 50 mL of acetone until the orange color is not discharged. After stirring a further 15 minutes, the mixture is poured into 300 mL of diethyl ether and washed with brine until the aqueous washes are colorless. The diethyl ether layer is dried (magnesium sulfate), filtered, and concentrated to provide 1.2 g of (±)-cis-6-(cyanomethyl)-1,3-dioxane-4-acetic acid as a colorless solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05245047 |
| 出典データセット | uspto-grants-1993_09 |
| ORD ID | ord-bb6410a0138c4ef592942e2835802a42 |
| 出典メモ | uspto-grants-1993_09 |