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Potassium Carbonate → 4-Methoxy-3-(2-methylbenzoxazol-5-yl)benzenecarboxaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 5-Formyl-2-methoxyphenylboronic acid | HCID 2734367 | — |
| 反応物 | 5-Bromo-2-methyl-1,3-benzoxazole | HCID 10104599 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 4-Methoxy-3-(2-methylbenzoxazol-5-yl)benzenecarboxaldehyde | HCID 22391588 | 89.6% |
反応手順
A solution of 5-formyl-2-methoxybenzeneboronic acid (1 g, 5.6 mmol), 2-methyl-5-bromobenzoxazole (1 g, 4.72 mmol) and K2CO3 (1.63 g, 11.8 mmol) in ethanol (20 mL) and toluene (40 mL) was degassed prior to addition of Pd(Ph3)4 (55 mg, 0.047 mmol). The mixture was refluxed for 20 hours then cooled and filtered through diatomaceous earth. The filtrate was concentrated in vacuo, extracted with ethyl acetate, washed with water and the organic layer dried over sodium sulphate. The crude was purified by column chromatography (heptane/ethyl acetate 7/3 to 6/4) to give 1.13 g of title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07196102B2 |
| 出典データセット | uspto-grants-2007_03 |
| ORD ID | ord-8eab4c4ad37c4428a8b9f64aa57973b6 |
| 出典メモ | uspto-grants-2007_03 |