Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Water → 4-bromo-3-methyl-N-(trimethylsilylmethyl)benzamide
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Water | HCID 962 | — |
| 반응물 | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| 반응물 | 4-Bromo-3-methylbenzoic acid | HCID 82131 | — |
| 반응물 | 1-(Trimethylsilyl)methylamine | HCID 87488 | — |
| 촉매 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 용매 | Dichloromethane | HCID 6344 | — |
| 생성물 | 4-bromo-3-methyl-N-(trimethylsilylmethyl)benzamide | HCID 66836469 | 94% |
반응 단계
To a suspension of 4-bromo-3-methylbenzoic acid (25 g) and 4-(dimethylamino)pyridine (“DMAP”, 2.1 g) in CH2Cl2 (320 mL) was added N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide (“EDC”, 22.4 g) portionwise. Then, (aminomethyl)trimethylsilane (8.6 mL) was added, while cooling to keep the internal temperature below 20° C. The reaction was stirred at room temperature overnight. Water was added under vigorous stirring, and the layers were separated. The aqueous layer was extracted twice with CH2Cl2, and the combined organic phase dried (Na2SO4), and filtered over silica gel using CH2Cl2 and methyl tert-butyl ether (MTBE) to afford the title compound (32.8 g, 94%).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08653000B2 |
| 출처 데이터셋 | uspto-grants-2014_02 |
| ORD ID | ord-84bff735b8e84773b38a246cec69f299 |
| 출처 메모 | uspto-grants-2014_02 |