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Hydrochloric Acid → (R)-2-Chloro-1-(3-chlorophenyl)ethanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Isopropanol | HCID 3776 | — |
| 反応物 | Ethanone, 2-chloro-1-(3-chlorophenyl)- | HCID 168006 | — |
| 反応物 | Triisobutylaluminum | HCID 16682931 | — |
| 触媒 | Binol | HCID 11762 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 溶媒 | Hexane | HCID 8058 | — |
| 生成物 | (R)-2-Chloro-1-(3-chlorophenyl)ethanol | HCID 10375278 | 120.9% |
反応手順
To a slurry solution of 143 mg (0.5 mmol) of (S)-1,1′-bi-2-naphthol in 10 ml of toluene was added 0.5 ml (0.5 mmol) of a 1.0 M hexane solution of triisobutylaluminum at room temperature, and the mixture was stirred at room temperature for 30 minutes. Thereto 1.52 ml (20 mmol) of 2-propanol was added and the mixture was stirred at room temperature for 30 minutes. Thereto 1.89 g (10 mmol) of m-chlorophenacyl chloride was added and the mixture was stirred further at 50° C. for 4 hours. To the mixture were added 2 ml of 1N hydrochloric acid and 20 ml of water to conduct hydrolysis. The mixture was extracted with ethyl acetate and concentrated to obtain 2.310 g of an oily product. The obtained oil was analyzed by HPLC.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06187966B1 |
| 出典データセット | uspto-grants-2001_02 |
| ORD ID | ord-333fbeeb0c8544e68cb536845efcbc4e |
| 出典メモ | uspto-grants-2001_02 |