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HRID 635571作成日:2026年10月25日

Hydrochloric Acid → (R)-2-Chloro-1-(3-chlorophenyl)ethanol

https://huagongshe.com/reaction/635571

反応式

関与物質

役割名称HCID仕込み量
反応物Hydrochloric AcidHCID 313—
反応物IsopropanolHCID 3776—
反応物Ethanone, 2-chloro-1-(3-chlorophenyl)-HCID 168006—
反応物TriisobutylaluminumHCID 16682931—
触媒BinolHCID 11762—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
溶媒HexaneHCID 8058—
生成物(R)-2-Chloro-1-(3-chlorophenyl)ethanolHCID 10375278120.9%

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

DOI10.6084/m9.figshare.5104873.v1
特許番号US06187966B1
出典データセットuspto-grants-2001_02
ORD IDord-333fbeeb0c8544e68cb536845efcbc4e
出典メモuspto-grants-2001_02