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Triethylamine → (+-)-Trans-2-formyl-cyclopropanecarboxylic acid ethyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Sulfur trioxide-pyridine | HCID 168533 | — |
| 反応物 | Ethyl (1R,2R)-2-(hydroxymethyl)cyclopropanecarboxylate | HCID 29920784 | — |
| 溶媒 | Dimethyl Sulfoxide | HCID 679 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 生成物 | (+-)-Trans-2-formyl-cyclopropanecarboxylic acid ethyl ester | HCID 7271792 | — |
反応手順
Cool a solution of (+/−)-trans-2-hydroxymethyl-cyclopropanecarboxylic acid ethyl ester (0.22 g, 1.53 mmol) in 1.5 mL DMSO to 0° C. Add to the frozen solution triethyl-amine (0.85 mL, 0.62 mmol) followed by sulfur trioxide pyridine (0.49 g, 3.05 mmol). Warm reaction mixture to 12° C. over 3.5 hours, dilute with diethyl ether (80 mL), and wash with 5% aqueous citric acid (3×20 mL) followed by saturated aqueous sodium chloride (1×20 mL). Dry over magnesium sulfate and concentrate under reduced pressure to provide the desired compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745438B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-37767759e28946f6af4b9007458d87cf |
| 出典メモ | uspto-grants-2010_06 |