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HRID 1004658作成日:2026年10月26日

Dimethylformamide → 3-Bromo-4-n-butylthiophene-2-carboxaldehyde

https://huagongshe.com/reaction/1004658

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物Lithium diisopropylamideHCID 2724682—
反応物3-Bromo-4-butylthiopheneHCID 12502679—
溶媒TetrahydrofuranHCID 8028—
生成物3-Bromo-4-n-butylthiophene-2-carboxaldehydeHCID 1879304966.4%

反応手順

To a solution of freshly prepared LDA (11.40 mmol) in THF (7 mL) at -78° C. was added slowly 3-bromo-4-butylthiophene of Example 1(a) (2.50 g, 11.40 mmol) in THF (10 mL). After stirring for 15 min, DMF (0.94 mL, 12.10 mmol) in THF (2 mL) was dropwise added. The resulting mixture was stirred for 1 h at -78° C. and then allowed to warm to room temperature. The reaction was quenched with water and extracted with EtOAc (2×50 mL). The combined organic extracts were washed with H2O, brine and dried (MgSO4). After removing the solvent under reduced pressure, column chromatography (silica gel, EtOAc/Hexane, 20:80) of the residue afforded the title compound as an oil (1.87 g, 60%).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US06051599
出典データセットuspto-grants-2000_04
ORD IDord-d1b9dadf127840b8997c5ba8940b310b
出典メモuspto-grants-2000_04