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HRID 1533113作成日:2026年10月24日

Sodium Carbonate → 4-(4-Trifluoromethylphenyl)-1-indanone

https://huagongshe.com/ja/reaction/1533113

反応式

関与物質

役割名称HCID仕込み量
反応物Sodium CarbonateHCID 10340—
反応物TriphenylphosphineHCID 11776—
反応物1-Indanone, 4-bromo-HCID 98713—
反応物4-(Trifluoromethyl)phenylboronic acidHCID 2734389—
触媒palladium(II) acetateHCID 167845—
溶媒EthanolHCID 702—
溶媒WaterHCID 962—
溶媒TolueneHCID 1140—
生成物4-(4-Trifluoromethylphenyl)-1-indanoneHCID 21702067—

反応手順

6.33 g (0.03 mol) of 4-bromo-1-indanone and 5.7 g (0.03 mol) of 4-trifluoromethylphenylboronic acid are suspended with 6.36 g (0.06 mol) of sodium carbonate in a mixture of 100 ml of toluene with 20 ml of ethanol and 20 ml of water. Under an argon atmosphere, 320 mg (1.42 mmol) of palladium(II) acetate and 787 mg (3 mmol) of triphenylphosphine are added, and the mixture is boiled under reflux for 5 h. After the reaction is complete, the ethanol content is evaporated off in vacuo, 50 ml of 0.5 N sodium hydroxide solution are added to the residue, and the mixture is stirred and filtered with suction through a clarifying layer. The organic phase of the filtrate is separated off, shaken 3× with 50 ml of water each time, shaken once with saturated brine, dried over sodium sulfate and concentrated in vacuo. The crude product is chromatographed on silica gel with n-heptane/ethyl acetate 3/1. 4-(4-Trifluoromethylphenyl)-1-indanone is obtained with a melting point of 75-78° C.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06207689B1
出典データセットuspto-grants-2001_03
ORD IDord-375b9fabe5db42ac91164e39087ad2d0
出典メモuspto-grants-2001_03