Ethyl formate → 1-Ethyl-3-phenyl-5-(3-trifluoromethylphenyl)-4-piperidinone

HRID 462019노트

반응식

HRID 462019 반응식
C1(CC(=O)CC2C=CC=C(C(F)(F)F)C=2)C=CC=CC=1.C(OCC)=O.Cl.C(N)C.[CH2:30]([N:32]1[CH:37]=[C:36]([C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([C:44]([F:47])([F:46])[F:45])[CH:39]=2)[C:35](=[O:48])[C:34]([C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)=[CH:33]1)[CH3:31].[H-].[Al+3].[Li+].[H-].[H-].[H-]>>[CH2:30]([N:32]1[CH2:37][CH:36]([C:38]2[CH:43]=[CH:42][CH:41]=[C:40]([C:44]([F:47])([F:45])[F:46])[CH:39]=2)[C:35](=[O:48])[CH:34]([C:49]2[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=2)[CH2:33]1)[CH3:31]

참가 물질

6

반응물 5

HCID 8025Ethyl formateHCID 11198Ethylamine hydrochlorideHCID 1088302-Propanone, 1-phenyl-3-(3-(trifluoromethyl)phenyl)-HCID 128792811-Ethyl-3-phenyl-5-[3-(trifluoromethyl)phenyl]pyridin-4(1H)-oneHCID 21226445Aluminium lithium hydride

생성물 1

HCID 203169951-Ethyl-3-phenyl-5-(3-trifluoromethylphenyl)-4-piperidinone

실험 절차

An 11.5 g. portion of 1-phenyl-3-(3-trifluoromethylphenyl)-2-propanone was reacted with ethyl formate and ethylamine hydrochloride as described in Examples 1-3 to produce 6.8 g. of 1-ethyl-3-phenyl-5-(3-trifluoromethylphenyl)-4(1H)-pyridinone, which was reduced with 2 g. of lithium aluminum hydride as described above. After column chromatography as described in the examples above, the products of Examples 27 and 28 were recovered as a mixture. Mass spectroscopy of the mixture showed a molecular weight of 345, and the yield was 1.2 g. The molecular weight of the product of Example 29 was indicated as 347 by mass spectroscopy, yield 1.9 g.

후처리

  1. customto produce 6.8 g
  2. customwere recovered as a mixture

출처 및 근거

ORD 기록
ord-0ce3678c397b43cba116b58c7ceb0665
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04065290

반응 노트

불러오는 중…