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Water → 6,7-Dihydro-5H-pyrano[2,3-c]pyridazine-3-carbaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Sodium periodate | HCID 23667635 | — |
| 反応物 | 3-ethenyl-6,7-dihydro-5H-pyrano[2,3-c]pyridazine | HCID 67526825 | — |
| 触媒 | Osmium Tetroxide | HCID 30318 | — |
| 溶媒 | 1,4-Dioxane | HCID 31275 | — |
| 生成物 | 6,7-Dihydro-5H-pyrano[2,3-c]pyridazine-3-carbaldehyde | HCID 86614151 | 54.3% |
反応手順
A solution of 3-ethenyl-6,7-dihydro-5H-pyrano[2,3-c]pyridazine (100 mg, 0.617 mmol) in 1,4-dioxane (5.5 ml)/water (1.1 ml) was cooled in ice/water and treated with sodium periodate (306 mg, 1.43 mmol) and a 4% aqueous solution of osmium tetroxide (0.55 ml). The mixture was allowed to warm to room temperature after an hour, and after a total of 4.75 hours stirring, the solvent was evaporated. 1,4-Dioxane was added and evaporated, followed by dichloromethane and the mixture briefly held in an ultrasonic bath. The whole mixture was applied to a silica gel column and eluted with ethyl acetate to give product (55 mg, 54%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07732460B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-4b7f3558eb944a8f977d39703a46cf37 |
| 出典メモ | uspto-grants-2010_06 |