Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Sodium Bicarbonate → 5-(N,N-dimethylaminocarbonyl)-2-methoxyphenylboronic acid
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Sodium Bicarbonate | HCID 516892 | — |
| 반응물 | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| 반응물 | Dimethylamine tetrahydrofuran | HCID 22320367 | — |
| 반응물 | 5-Carboxy-2-methoxybenzeneboronic acid | HCID 42614541 | — |
| 반응물 | 1-Hydroxybenzotriazole dihydrate | HCID 66603496 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 5-(N,N-dimethylaminocarbonyl)-2-methoxyphenylboronic acid | HCID 57556078 | — |
반응 단계
The crude 2-methoxy-5-carboxyphenylboronic acid (370 mg) is dissolved in N,N-dimethylformamide (10 ml), and thereto are added 2.0M-dimethylamine/tetrahydrofuran solution (1.9 ml), 1-hydroxybenzotriazole dihydrate (725 mg), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (579 mg). The mixture is stirred at room temperature for 3 hours, and thereto is added a saturated aqueous sodium bicarbonate solution, and the mixture is extracted with ethyl acetate twice. The organic layer is dried over magnesium sulfate and concentrated under reduced pressure. The resulting residue is purified by silica gel column chromatography (chloroform:methanol=19:1) to give 2-methoxy-5-dimethylcarbamoylphenylboronic acid (210 mg). MS (m/z): 224 [M+H]+
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US07906517B2 |
| 출처 데이터셋 | uspto-grants-2011_03 |
| ORD ID | ord-45ee4f0adaba4e47922a3b5225b7b712 |
| 출처 메모 | uspto-grants-2011_03 |