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HRID 1966685作成日:2026年10月26日

Potassium Carbonate → 2-(2,4-Dimethyl-thiazol-5-yl)-5-methoxy-benzaldehyde

https://huagongshe.com/reaction/1966685

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物2-Bromo-5-methoxybenzaldehydeHCID 344480—
反応物2,4-Dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazoleHCID 18525700—
触媒HCID 178418397HCID 178418397—
溶媒WaterHCID 962—
溶媒DimethylformamideHCID 6228—
生成物2-(2,4-Dimethyl-thiazol-5-yl)-5-methoxy-benzaldehydeHCID 5854200265.2%

反応条件

温度120 °C

反応手順

To a solution of 2-bromo-5-methoxybenzaldehyde (200 mg, 0.93 mmol) in DMF (10 mL) and H2O (2 mL) are added 2,4-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1,3-thiazole (333 mg, 1.4 mmol), Pd(PPh3)4 (107 mg, 0.09 mmol) and K2CO3 (257 mg, 1.9 mmol) at room temperature. The solution is heated to 120° C. for 1 hour in a microwave reactor. The solution is cooled down and 3-mercaptopropyl-functionalized silica gel (500 mg) is added. The solution is stirred for 15 minutes and is filtered. The filtrate is washed with H2O (10 mL) and is extracted with EtOAc (3×10 mL). The combined organic layer is dried, (MgSO4), filtered and is concentrated and the residue is purified by silica gel flash chromatography eluting with 50% EtOAc in heptane to afford 2-(2,4-Dimethyl-thiazol-5-yl)-5-methoxy-benzaldehyde (150 mg, 65%) as a white foam.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08420655B2
出典データセットuspto-grants-2013_04
ORD IDord-e10d6363990b4126980d57e36b3d770c
出典メモuspto-grants-2013_04