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Trimethyl orthoformate → (2-Methoxy-1,3-dioxan-5-yl)methanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Trimethyl orthoformate | HCID 9005 | — |
| 反応物 | Trimethylolmethane | HCID 78432 | — |
| 反応物 | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | (2-Methoxy-1,3-dioxan-5-yl)methanol | HCID 59792360 | 59.1% |
反応手順
A mixture of 2-(hydroxymethyl)-1,3-propanediol (1.7 g, 16 mmol), trimethyl orthoformate (7 ml, 64.1 mmol), and p-toluenesulfonic acid monohydrate (275 mg, 1.6 mmol) was stirred at room temperature for 22 hours. To the reaction mixture, triethylamine (447 μl) was added and the mixture was concentrated. The residue was purified by silica gel column chromatography (elution solvent: heptane/ethyl acetate) to obtain the title compound (1.4 g, 59.1% yield), which is a cis and trans (1:1) mixture, as a light yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07425634B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-900281ff6a674c459015a992c92073ad |
| 出典メモ | uspto-grants-2008_09 |