化工社化工社 化学情報印刷レポート · 研究参考用
Hydrochloric Acid → 3-[(Bicyclo[2.2.1]hept-5-en-2-yl)(hydroxy)methyl]oxolan-2-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Tetrahydrofuran | HCID 8028 | — |
| 反応物 | Bicyclo(2.2.1)hept-5-ene-2-carboxaldehyde | HCID 95117 | — |
| 反応物 | 2(3H)-Furanone, 3-bromodihydro- | HCID 95463 | — |
| 触媒 | Zinc | HCID 23994 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 生成物 | 3-[(Bicyclo[2.2.1]hept-5-en-2-yl)(hydroxy)methyl]oxolan-2-one | HCID 18345689 | 71.2% |
反応手順
Addition reaction was carried out by mixing 98 g of zinc powder, 247 g of α-bromo-γ-butyrolactone, 122 g of 5-norbornene-2-carbaldehyde, and 2 kg of dry tetrahydrofuran and heating the mixture under reflux for 10 hours in a nitrogen atmosphere. The reaction mixture was cooled, to which dilute hydrochloric acid was added for neutralization and hexane was added for extraction. The organic layer was washed with water, dried over anhydrous sodium sulfate, filtered, and concentrated in vacuum. Purification by silica gel column chromatography yielded 148 g (yield 71%) of α-[hydroxy(5-norbornen-2-yl)methyl]-γ-butyrolactone.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06500961B2 |
| 出典データセット | uspto-grants-2002_12 |
| ORD ID | ord-7d6786bc9e194b04a280c19ded1b9c6b |
| 出典メモ | uspto-grants-2002_12 |