Trifluoroacetic acid → Methyl 3-aminofuran-2-carboxylate
반응식
[CH3:1][O:2][C:3]([C:5]1[O:6][CH:7]=[CH:8][C:9]=1[NH:10]C(=O)OC(C)(C)C)=[O:4].FC(F)(F)C(O)=O>ClCCl>[NH2:10][C:9]1[CH:8]=[CH:7][O:6][C:5]=1[C:3]([O:2][CH3:1])=[O:4]참가 물질
4
실험 절차
Tert-butyl 2-(methoxycarbonyl)furan-3-ylcarbamate 33 (1.14 g, 1.0 eq) was dissolved in dichloromethane (8 ml) and treated with trifluoroacetic acid (5 ml). Reaction mixture was stirred at room temperature for 3 h, and was then concentrated. Residue was dissolved in dichloromethane and washed with saturated aq. NaHCO3. The organic layer was dried (Na2SO4) and concentrated Mixture was extracted with ethyl acetate. The combined organic extracts were dried with Na2SO4 and concentrated. The crude reaction mixture was purified by flash chromatography to yield methyl 3-aminofuran-2-carboxylate 34 (574 mg, 86%): MS (Q1) 142 (M)+.
후처리
- customReaction mixture
- concentrationwas then concentrated
- dissolutionResidue was dissolved in dichloromethane
- washwashed with saturated aq. NaHCO3
- dry with materialThe organic layer was dried (Na2SO4)
- concentrationconcentrated Mixture
- extractionwas extracted with ethyl acetate
- dry with materialThe combined organic extracts were dried with Na2SO4
- concentrationconcentrated
- customThe crude reaction mixture
- customwas purified by flash chromatography
출처 및 근거
- ORD 기록
- ord-c57c55defa9c4334889be0fb5fb5d5d9
- 출처 데이터셋
- uspto-grants-2013_02
- 특허 번호
- US08383620B2
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