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HRID 2199833作成日:2026年10月24日

p-Toluenesulfonic acid → (E)-4,5-dimethoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/ja/reaction/2199833

反応式

関与物質

役割名称HCID仕込み量
反応物p-Toluenesulfonic acidHCID 6101—
反応物4,5-Dimethoxy-1-indanoneHCID 240446—
反応物4-[(Trifluoromethyl)sulfanyl]benzaldehydeHCID 2777846—
溶媒TolueneHCID 1140—
溶媒Ethyl AcetateHCID 8857—
生成物(E)-4,5-dimethoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-oneHCID 117940284—

反応条件

温度120 °C

反応手順

To a solution of 4,5-dimethoxy-2,3-dihydro-1H-inden-1-one (165) (100 mg, 0.520 mmol) in toluene 15 mL was added 4-((trifluoromethyl)thio)benzaldehyde (72) (118.4 mg, 0.572 mmol) and PTSA (178.9 mg, 1.414 mmol). The reaction was stirred at 120° C. for 6 h. The resulting reaction mixture was diluted with ethyl acetate and washed with water (3×25 mL). The organic layer was dried over sodium sulphate and concentrated to get the crude, which was purified through flash chromatography by using 100-200 mesh silica gel. The compound was eluted at 25% ethyl acetate in hexane to afford yellow coloured solid of (E)-4,5-dimethoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-one intermediate 166.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09359315B2
出典データセットuspto-grants-2016_06
ORD IDord-d8754f6256774591989d11c928876ce9
出典メモuspto-grants-2016_06