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HRID 62248作成日:2026年10月25日

p-Toluenesulfonic acid → (E)-6-methoxy-5-morpholino-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/reaction/62248

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-[(Trifluoromethyl)sulfanyl]benzaldehydeHCID 2777846—
反応物6-Methoxy-5-morpholino-2,3-dihydro-1H-inden-1-oneHCID 117940128—
溶媒TolueneHCID 1140—
溶媒Ethyl AcetateHCID 8857—
生成物(E)-6-methoxy-5-morpholino-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-oneHCID 117940021—

反応条件

温度120 °C

反応手順

To a solution of 13 (1.2 g, 4.858 mmol) in toluene 40 mL was added 4-((trifluoromethyl)thio)benzaldehyde 72 (1 g, 4.858 mmol). PTSA (1.84 g, 9.716 mmol) was added and the reaction mixture was stirred at 120° C. for 6 h. The reaction mass 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 compound 73, which was purified through flash chromatography by using 100-200 mesh silica gel. The compound (E)-6-methoxy-5-morpholino-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-one 73 was eluted at 37% ethyl acetate in hexane to afford yellow coloured solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09446047B2
出典データセットuspto-grants-2016_09
ORD IDord-d4004e0cf65940d286b00f27d9ced482
出典メモuspto-grants-2016_09