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Sulfuric Acid → (1S,5R,6S,7R)-6-Formyl-7-methyl-2-oxabicyclo[3,3,0]octan-3-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Trioxobis(pyridine)chromium | HCID 88565 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Sodium chloride; water | HCID 57417360 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | (1S,5R,6S,7R)-6-Formyl-7-methyl-2-oxabicyclo[3,3,0]octan-3-one | HCID 22805158 | — |
反応手順
At 5°, a solution of 15 g. of the compound prepared according to Example 1(c) in 500 ml. of absolute methylene chloride is added to a solution of 136 g. of freshly prepared Collins reagent in 1 l. of absolute methylene chloride. The mixture is agitated for 30 minutes, combined with 2.5 l. of ether, and shaken in succession four times with respectively 150 ml. of 4% sodium bicarbonate solution, twice with respectively 175 ml. of 10% sulfuric acid, and four times with respectively 150 ml. of brine. After drying over magnesium sulfate, the mixture is evaporated under vacuum, thus obtaining 11.2 g. of the title compound as a brown oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04235930 |
| 出典データセット | uspto-grants-1980_11 |
| ORD ID | ord-64a8397d46c6422585ae73d45ce9ff4a |
| 出典メモ | uspto-grants-1980_11 |