반응 #57793

반응 방정식

N-Methoxy-N-methyl-2-phenyl-isobutyramide

methymagnesium bromide

→

title compound

3-Methyl-3-phenyl-butan-2-one

용매

tetrahydrofuran

heptane

반응 조건

후처리

1. 1
   온도to cool to ambient temperature
2. 2
   기타was quenched with 1M HCl
3. 3
   기타The resulting mixture was partitioned between water and ether
4. 4
   기타the phases were separated
5. 5
   세척The ether phase was washed once each with 1M HCl and brine
6. 6
   건조dried over Na2SO4
7. 7
   여과filtered
8. 8
   농축concentrated in vacuo to an oil
9. 9
   기타The oil was chromatographed

실험 절차

To 2.1 g (10.1 mmol) of N-Methoxy-N-methyl-2-phenyl-isobutyramide in 80 ml of dry tetrahydrofuran at ambient temperature was added 6.7 ml (20.2 mmol) of 3M methymagnesium bromide in heptane, and the solution was warmed to 60° C. After 6 hours, the mixture was allowed to cool to ambient temperature and was quenched with 1M HCl. The resulting mixture was partitioned between water and ether, and the phases were separated. The ether phase was washed once each with 1M HCl and brine, dried over Na2SO4, filtered, and concentrated in vacuo to an oil. The oil was chromatographed to give the title compound as a clear oil: 1H NMR CDCl3 δ (ppm): 1.49 (s, 6H), 1.93 (s, 3H), 7.24-7.34 (m, 5H).

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