2-Cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester → HCID 67254019、化合物

HRID 912578ノート

反応式

HRID 912578 の反応式
[CH3:1][O:2][C:3](=[O:21])[CH:4]([C:19]#[N:20])[CH:5]([CH3:18])[C:6](=O)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[C:13]([F:16])([F:15])[F:14]>C(O)=O.[Ni].C(Cl)Cl>[CH3:1][O:2][C:3]([CH:4]1[C:5]([CH3:18])=[C:6]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=2[C:13]([F:16])([F:15])[F:14])[NH:20][CH2:19]1)=[O:21]

参加物

5

反応物 1

HCID 598075352-Cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester

生成物 1

HCID 67254019HCID 67254019、化合物収率 79%

試薬・触媒・溶媒 3

HCID 935Nickel触媒HCID 284Formic Acid溶媒HCID 6344Dichloromethane溶媒

実験手順

To a solution of 2-cyano-3-methyl-4-oxo-4-(2-trifluoromethyl-phenyl)-butyric acid methyl ester (13.27 g, 44.4 mmol) in formic acid (100 mL) was added freshly prepared Raney nickel [Al—Ni (1:1), 117 g] and the mixture was heated to reflux with stirring for 2 h. After cooling, the catalyst was removed by filtration and washed with ethanol. The combined filtrates were concentrated to give an oil, which was re-dissolved in DCM and filtered to remove residual solids. Evaporation of solvent gave 4-methyl-5-(2-trifluoromethyl-phenyl)-2,3-dihydro-1H-pyrrole-3-carboxylic acid methyl ester as an oil (10 g, 79%), which was used in the next step without purification. MS (ES): 286 (MH+).

後処理

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. temperatureAfter cooling
  4. customthe catalyst was removed by filtration
  5. washwashed with ethanol
  6. concentrationThe combined filtrates were concentrated
  7. customto give an oil, which
  8. filtrationfiltered
  9. customto remove residual solids
  10. customEvaporation of solvent

出典と根拠

ORDレコード
ord-9cffdd2b79794f7e85c8c00703cf5369
出典データセット
uspto-grants-2011_09
特許番号
US08026237B2

反応ノート

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