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HRID 1006936作成日:2026年10月26日

4-Bromothiophene-3-carboxaldehyde → 3-{[4-(Methoxymethoxy)phenyl]ethynyl}-4-formylthiophene

https://huagongshe.com/reaction/1006936

反応式

関与物質

役割名称HCID仕込み量
反応物4-Bromothiophene-3-carboxaldehydeHCID 2764207—
反応物1-Ethynyl-4-(methoxymethoxy)benzeneHCID 22502995—
触媒TriethylamineHCID 8471—
触媒HCID 178418476HCID 178418476—
溶媒DimethylformamideHCID 6228—
生成物3-{[4-(Methoxymethoxy)phenyl]ethynyl}-4-formylthiopheneHCID 2250303166.9%

反応手順

3-Formyl-4-bromothiophene (14.7 g) was dissolved in DMF (100 ml), followed by the addition of triethylamine (100 ml) CuI (0.25 g), Pd(PPh3)2Cl2(0.5 g) and 4-methoxymethoxy-1-ethynylbenzene (11.4 g), and the mixture was reacted at 70° C. overnight. The reaction solution was filtered through Celite, poured into 1N hydrochloric acid, and then extracted with ethyl acetate. The organic layer was washed with an aqueous solution of saturated sodium bicarbonate and brine, dried and evaporated. The resulting residue was purified by silica gel column chromatography (hexane/ethyl acetate system), to give 3-{[4-(methoxymethoxy)phenyl]ethynyl}-4-formylthiophene as a colorless oil (12.8 g, yield; 47%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06790844B2
出典データセットuspto-grants-2004_09
ORD IDord-ad069d7b217e4c94a3e6947ba873653d
出典メモuspto-grants-2004_09