Tetrabutylammonium Fluoride → methyl 4-fluoro-1H-indole-5-carboxylate
반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[F:19][C:20]1[C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=[C:25]2[C:21]=1[CH:22]=[CH:23][N:24]2[Si](C(C)C)(C(C)C)C(C)C>C1COCC1.CCOC(C)=O>[F:19][C:20]1[C:28]([C:29]([O:31][CH3:32])=[O:30])=[CH:27][CH:26]=[C:25]2[C:21]=1[CH:22]=[CH:23][NH:24]2참가 물질
5
실험 절차
TBAF (1M solution in THF, 15.8 mL, 15.8 mmol) was added to a solution of compound 22e (2.76 g, 7.9 mmol) in THF at 0° C. After 10 min at room temperature, the reaction was diluted with EtOAc and washed sequentially with brine, saturated NaHCO3, and water. The organic layer was concentrated and purified by flash column chromatography (silica gel, 35% EtOAc/hexanes) to afford compound 22f.
후처리
- washwashed sequentially with brine, saturated NaHCO3, and water
- concentrationThe organic layer was concentrated
- custompurified by flash column chromatography (silica gel, 35% EtOAc/hexanes)
출처 및 근거
- ORD 기록
- ord-9ec8329e928f4b29ba1921ede83b2d9e
- 출처 데이터셋
- uspto-grants-2014_06
- 특허 번호
- US08748417B2
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