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Silica → 3-Chloro-5-(trifluoromethyl)benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Silica | HCID 24261 | — |
| 反応物 | (3-Chloro-5-(trifluoromethyl)phenyl)methanol | HCID 3857254 | — |
| 反応物 | HCID 178418287 | HCID 178418287 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-Chloro-5-(trifluoromethyl)benzaldehyde | HCID 3857033 | 58.7% |
反応手順
To a stirred suspension of (3-chloro-5-(trifluoromethyl)phenyl)methanol (Reference Example 30, 1.98 g, 9.40 mmol) and celite 545 (6.00 g) in methylene chloride (60.0 mL) was added pyridinium chlorochromate (6.10 g, 28.30 mmol) at room temperature. After 1 h, the reaction mixture was diluted with diethyl ether (200 mL), and filtered through silica gel and the filter cake was washed with 1:1 solution of diethyl ether/hexanes. The filtrate was concentrated under reduced pressure and the residue was purified by flash column chromatography (silica gel, hexanes/ethyl acetate 49:1) to provide 3-chloro-5-(trifluoromethyl)benzaldehyde (1.15 g, 56% (overall for 3 steps)) as a pale yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08853215B2 |
| 出典データセット | uspto-grants-2014_10 |
| ORD ID | ord-7fb55b4503254e11ab18bfe900dd0dfa |
| 出典メモ | uspto-grants-2014_10 |