Trifluoroacetic acid → Methyl 3-aminofuran-2-carboxylate
反応式
[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]参加物
4
実験手順
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)+.
後処理
- 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
出典と根拠
- ORDレコード
- ord-bafb474bb4ce498093ea9fdde0f5369a
- 出典データセット
- uspto-grants-2011_02
- 特許番号
- US07888352B2
反応ノート
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