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1,3-Dioxolane-4-methanol → 1,3-Dioxan-5-yl 5-norbornene-2-carboxylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,3-Dioxolane-4-methanol | HCID 21618 | — |
| 反応物 | Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate | HCID 250075 | — |
| 反応物 | Sodium Methoxide | HCID 10942334 | — |
| 反応物 | (1,3-Dioxolan-4-yl)methyl 5-norbornene-2-carboxylate | HCID 22713062 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1,3-Dioxan-5-yl 5-norbornene-2-carboxylate | HCID 69910200 | 93% |
反応手順
A mixture of 104 g of glycerol formal, 152 g of methyl 5-norbornene-2-carboxylate, 2.0 g of sodium methoxide and 300 ml of toluene was heated under reflux for 5 hours while gradually distilling off methanol formed during the reaction. After cooling, the reaction solution was washed with saturated sodium bicarbonate water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was further purified by vacuum distillation, obtaining 209 g of a mixture of (1,3-dioxolan-4-yl)methyl 5-norbornene-2-carboxylate and 1,3-dioxan-5-yl 5-norbornene-2-carboxylate (boiling point 111-115° C./530 Pa, yield 93%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06743566B2 |
| 出典データセット | uspto-grants-2004_06 |
| ORD ID | ord-fff2a3c571664cd69e5568bf0402cb1f |
| 出典メモ | uspto-grants-2004_06 |