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HRID 590989作成日:2026年10月25日

Tert-Butyl nitrite → Methyl 5-phenylthiophene-3-carboxylate

https://huagongshe.com/reaction/590989

反応式

関与物質

役割名称HCID仕込み量
反応物Tert-Butyl nitriteHCID 10906—
反応物Methyl 2-amino-5-phenylthiophene-3-carboxylateHCID 705256—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物Methyl 5-phenylthiophene-3-carboxylateHCID 819151100%

反応条件

温度60 °C

反応手順

To a solution of tert-butyl nitrite (428 μL, 3.6 mmol) in N,N-dimethylformamide (5 mL) at 60° C. was dropwise added a solution of methyl 2-amino-5-phenylthiophene-3-carboxylate (11a) (420 mg, 1.8 mmol) in N,N-dimethylformamide (2.5 mL). The mixture was stirred at 60° C. for 1 hour, poured in water (15 mL) and extracted with ethyl acetate (2×20 mL). The organic layer was washed with brine (2×10 mL), dried over sodium sulfate and concentrated in vacuo. The residue was dissolved in toluene (5 mL) and concentrated in vacuo to provide the desired product (11b) (390 mg, 1.8 mmol, 99%) which was used without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09238026B2
出典データセットuspto-grants-2016_01
ORD IDord-c9133882019c4cfa83115013489f40ff
出典メモuspto-grants-2016_01