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

HRID 462019ノート

反応式

HRID 462019 の反応式
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]

参加物

6

反応物 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

生成物 1

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

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-0ce3678c397b43cba116b58c7ceb0665
出典データセット
uspto-grants-1977_12
特許番号
US04065290

反応ノート

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