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Dichloromethane → 2,3-Dihydrobenzofuran-5-carboxaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dichloromethane | HCID 6344 | — |
| 反応物 | Dihydrobenzofuran | HCID 10329 | — |
| 反応物 | Methane, dichloromethoxy- | HCID 21004 | — |
| 触媒 | Diamminetetrachlorotitanate(IV) | HCID 160960 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2,3-Dihydrobenzofuran-5-carboxaldehyde | HCID 735901 | 61,555.602% |
反応手順
Titanium chloride (28 ml) was dropwise added to a dichloromethane (100 ml) solution containing 2,3-dihydrobenzofuran (10.0 g, 83.2 mmols) and dichloromethyl methyl ether (11.3 ml, 0.125 mmols), while cooling with ice. The mixture was stirred for 1 hour, while still cooling with ice, and then water was added thereto. Dichloromethane was removed under reduced pressure, and the residue was extracted with ethyl acetate. The extract was washed with a saturated saline solution, then dried with anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified through silica-gel chromatography (hexane/ethyl acetate=1/1) to obtain 11.4 g (yield: 92%) of the target compound. This was oily.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06218429B1 |
| 出典データセット | uspto-grants-2001_04 |
| ORD ID | ord-e60d3f4560d94190a849d10d23a90938 |
| 出典メモ | uspto-grants-2001_04 |