Ethyl Acetate → 1-(Thiophen-3-yl)propan-1-one
반응식
[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]1참가 물질
5
실험 절차
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).
후처리
- additionOnce the addition
- washThe reaction mixture was washed with saturated NH4Cl (aq)
- customdried
- concentrationconcentrated
- custompurified by column chromatography with petroleum ether
출처 및 근거
- ORD 기록
- ord-43090a8cc37449a0bc3e5de11753c8f1
- 출처 데이터셋
- uspto-grants-2016_04
- 특허 번호
- US09309211B2
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