Ethyl Acetate → 1-(Thiophen-3-yl)propan-1-one
反応式
[CH3:1][CH2:2][Mg+].[Br-].CON(C)[C:8]([C:10]1[CH:14]=[CH:13][S:12][CH:11]=1)=[O:9].CCOC(C)=O>C1COCC1>[S:12]1[CH:13]=[CH:14][C:10]([C:8](=[O:9])[CH2:2][CH3:1])=[CH:11]1参加物
5
実験手順
EtMgBr (3 M, 1.2 eq, 18.6 mL) was added to a solution of N-methoxy-N-methylthiophene-3-carboxamide (8 g, 1.0 eq) in dry THF. Once the addition was complete, the mixture was stirred at rt overnight. The reaction mixture was washed with saturated NH4Cl (aq), dried, concentrated, and purified by column chromatography with petroleum ether:EtOAc=5:1 to give the desired product as a yellow oil (3.4 g, 52% yield). 1H NMR (400 MHz, CDCl3) δ 8.05 (s, 1H), 7.56 (d, J=8.0 Hz, 1H), 7.31 (d, J=8.4 Hz, 1H), 2.92 (q, J=7.6 Hz, 2H), 1.21 (t, J=7.6 Hz, 3H).
後処理
- additionOnce the addition
- washThe reaction mixture was washed with saturated NH4Cl (aq)
- customdried
- concentrationconcentrated
- custompurified by column chromatography with petroleum ether
出典と根拠
- ORDレコード
- ord-43090a8cc37449a0bc3e5de11753c8f1
- 出典データセット
- uspto-grants-2016_04
- 特許番号
- US09309211B2
反応ノート
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