N-Methoxy-N-methyl-2-phenyl-isobutyramide → 3-Methyl-3-phenylbutan-2-one

HRID 29515노트

반응식

HRID 29515 반응식
CON(C)[C:4](=[O:14])[C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:7])[CH3:6].[CH3:16][Mg]Br>O1CCCC1.CCCCCCC>[CH3:6][C:5]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)([CH3:7])[C:4](=[O:14])[CH3:16]

참가 물질

5

반응물 2

HCID 59788661N-Methoxy-N-methyl-2-phenyl-isobutyramideHCID 178418573HCID 178418573, 화합물

생성물 1

HCID 2854623-Methyl-3-phenylbutan-2-one

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매HCID 8900Heptane용매

반응 조건

온도
60 °C

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).

후처리

  1. temperatureto cool to ambient temperature
  2. customwas quenched with 1M HCl
  3. customThe resulting mixture was partitioned between water and ether
  4. customthe phases were separated
  5. washThe ether phase was washed once each with 1M HCl and brine
  6. dry with materialdried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo to an oil
  9. customThe oil was chromatographed

출처 및 근거

ORD 기록
ord-e9265383be5045c8903f8dcb46c84093
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420055B2

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