Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
2-Nitroethanol → 8-Bromo-3-nitrochroman
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | 2-Nitroethanol | HCID 12252 | — |
| 반응물 | Cyano-borohydride | HCID 498716 | — |
| 반응물 | N-butylbutan-1-amine hydrochloride | HCID 517667 | — |
| 반응물 | 3-Bromo-2-hydroxybenzaldehyde | HCID 10910555 | — |
| 용매 | Methanol | HCID 887 | — |
| 용매 | Water | HCID 962 | — |
| 용매 | Isoamyl Acetate | HCID 31276 | — |
| 생성물 | 8-Bromo-3-nitrochroman | HCID 19087162 | 63% |
반응 단계
Commercially available 3-bromosalicylaldehyde (0.5 g; 2.5 mmol), di-n-butylammonium chloride (0.2 g; 1.2 mmol) and 2-nitroethanol (0.36 g; 4.0 mmol) were refluxed for 8 hours in i-pentylacetate with a Dean-Stark apparatus under nitrogen atmosphere. The solvent was evaporated and the product was dissolved in dichloromethane (15 ml) and cyanoborohydride (0.5 g; 8.1 mmol) in methanol (15 ml) was added. The mixture was stirred for 30 minutes at room temperature. Water was added and the mixture extracted with dichloromethane. The phase were separated and the organic layer was dried (MgSO4). The solvent was evaporated yielding 400 mg (63%) of 8-bromo-3-nitrochroman as an oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US05306830 |
| 출처 데이터셋 | uspto-grants-1994_04 |
| ORD ID | ord-9b0f3df3890e45cca073dab5c798eac6 |
| 출처 메모 | uspto-grants-1994_04 |