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HRID 62263作成日:2026年10月25日

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

https://huagongshe.com/reaction/62263

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5-Bromo-6-methoxy-1-indanoneHCID 22278718—
溶媒TolueneHCID 1140—
溶媒Ethyl AcetateHCID 8857—
生成物(E)-5-bromo-6-methoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-oneHCID 117940068—

反応条件

温度120 °C

反応手順

To a solution of 11 (250 mg, 1.04 mol) in toluene 15 mL was added 4-((trifluoromethyl)thio)benzaldehyde 72 (235 mg, 1.144 mol). PTSA (357 mg, 2.08 mol) was added, the reaction mixture stirred at 120° C. for 6 h, 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 104 and was purified through flash chromatography by using 100-200 mesh silica gel. The resulting compound (E)-5-bromo-6-methoxy-2-(4-((trifluoromethyl) thio)benzylidene)-2,3-dihydro-1H-inden-1-one 104 was eluted at 10% 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-1e3f31e2c0984332bb4cd5f97f7c36ac
出典メモuspto-grants-2016_09