Bromine → Methyl 4-bromo-5-ethyl-2-furancarboxylate
반응식
[CH2:1]([C:3]1[O:7][C:6]([C:8]([O:10][CH3:11])=[O:9])=[CH:5][CH:4]=1)[CH3:2].[Cl-].[Cl-].[Cl-].[Al+3].[Br:16]Br>C(Cl)(Cl)Cl>[Br:16][C:4]1[CH:5]=[C:6]([C:8]([O:10][CH3:11])=[O:9])[O:7][C:3]=1[CH2:1][CH3:2]참가 물질
5
반응 조건
- 온도
- 70 °C
실험 절차
To a solution of methyl 5-ethyl-2-furancarboxylate (1.2 g, 7.78 mmol) and aluminum trichloride (1.56 g, 11.68 mmol) in chloroform (15 ml) at 25° C. was added bromine (0.56 ml, 10.90 mmol). The resulting solution stirred at 70° C. in a sealed tube for 2 h and the solution was cooled, concentrated and purified via column chromatography (silica, 5% EtOAc in hexanes) affording methyl 4-bromo-5-ethyl-2-furancarboxylate (1.1 g, 3.26 mmol, 41.8% yield) as a white solid; LCMS (ES) m/z=233, 235 (M, M+2)+.
후처리
- temperaturethe solution was cooled
- concentrationconcentrated
- custompurified via column chromatography (silica, 5% EtOAc in hexanes)
출처 및 근거
- ORD 기록
- ord-8e17bb9967af4c458846b79b9beb46e2
- 출처 데이터셋
- uspto-grants-2015_02
- 특허 번호
- US08946278B2
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