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HRID 62241作成日:2026年10月25日

p-Toluenesulfonic acid → (E)-2-(3-bromo-2,6-difluorobenzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one

https://huagongshe.com/reaction/62241

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3-Bromo-2,6-difluorobenzaldehydeHCID 22139701—
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)-2-(3-bromo-2,6-difluorobenzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-oneHCID 117940382—

反応条件

温度120 °C

反応手順

To a solution of 13 (150 mg, 0.607 mmol) in toluene 15 mL was added 3-bromo-2, 6-difluorobenzaldehyde 40 (81.4 mg, 0.607 mmol) and subsequently PTSA (230.9 mg, 1.214 mmol) was added, and 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 41. The crude 41 was purified through flash chromatography by using 100-200 mesh silica gel. The compound (E)-2-(3-bromo-2,6-difluorobenzylidene)-6-methoxy-5-morpholino-2,3-dihydro-1H-inden-1-one 41 was eluted at 32% 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-34bb39fc3215497fb910b8f738d0c4ae
出典メモuspto-grants-2016_09