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Triethylamine → 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 | Triethylamine | HCID 8471 | — |
| 反応物 | 1,3-Dioxolane-4-methanol | HCID 21618 | — |
| 反応物 | Bicyclo(2.2.1)hept-5-ene-2-carbonyl chloride | HCID 98233 | — |
| 反応物 | (1,3-Dioxolan-4-yl)methyl 5-norbornene-2-carboxylate | HCID 22713062 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1,3-Dioxan-5-yl 5-norbornene-2-carboxylate | HCID 69910200 | 95% |
反応手順
To a mixture of 104 g of glycerol formal, 111 g of triethylamine and 300 ml of toluene, 157 g of 5-norbornene-2-carbonyl chloride was added over one hour at 20° C. After 5 hours of stirring, 200 ml of water was added to stop the reaction and the mixture was allowed to separate. The organic layer was washed with water and saturated sodium chloride water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was further purified by vacuum distillation, obtaining 213 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 95%).
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-58449c2172d64bb194918c6cc2617234 |
| 出典メモ | uspto-grants-2004_06 |