Cyclopropylamine → HCID 178471879、化合物

HRID 1461025ノート

反応式

HRID 1461025 の反応式
[CH:1]([O-:6])([O-])[O:2][CH2:3][CH3:4].[F:7][CH:8]([F:27])[O:9][C:10]1[C:11]([F:26])=[C:12]([CH:21]=[C:22]([F:25])[C:23]=1[F:24])[C:13]([CH2:15][C:16](OCC)=O)=[O:14].[CH:28]1([NH2:31])[CH2:30][CH2:29]1>C(OC(=O)C)(=O)C>[CH:28]1([NH:31][CH:16]=[C:15]([C:13](=[O:14])[C:12]2[CH:21]=[C:22]([F:25])[C:23]([F:24])=[C:10]([O:9][CH:8]([F:7])[F:27])[C:11]=2[F:26])[C:1]([O:2][CH2:3][CH3:4])=[O:6])[CH2:30][CH2:29]1

参加物

5

反応物 3

HCID 69828CyclopropylamineHCID 15023784Ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoylacetateHCID 53630039Ethylorthoformate

生成物 1

HCID 178471879HCID 178471879、化合物

試薬・触媒・溶媒 1

HCID 7918Acetic Anhydride溶媒

実験手順

20 ml of acetic anhydride and 6 ml of ethyl orthoformate were added to the whole of the ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoylacetate [(XV), R1 =--OCHF2, R3' =H, R17 =C2H5, X=X'=F] prepared as described in step (b) above, and, after the mixture had been heated under reflux for 2 hours, the excess acetic anhydride and ethyl orthoformate were removed by evaporation under reduced pressure. The residue was dissolved in 200 ml of methylene chloride, and 1.25 g (0.022 moles) of cyclopropylamine was added dropwise, whilst stirring and ice-cooling; the stirring was continued, whilst ice-cooling, for an additional 1 hour. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue was subjected to silica gel column chromatography, using a 9:1 by volume mixture of toluene and ethyl acetate as the eluent, to give 3.29 g of ethyl 3-cyclopropylamino-2-(3-difluoromethoxy-2,4,5-trifluorobenzoyl)acrylate as an amber colored liquid.

後処理

  1. custom' =H, R17 =C2H5, X=X'=F] prepared
  2. temperaturehad been heated
  3. temperatureunder reflux for 2 hours
  4. customthe excess acetic anhydride and ethyl orthoformate were removed by evaporation under reduced pressure
  5. dissolutionThe residue was dissolved in 200 ml of methylene chloride
  6. temperatureice-cooling
  7. temperaturecooling, for an additional 1 hour
  8. concentrationAt the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure
  9. additionby volume mixture of toluene and ethyl acetate as the eluent

出典と根拠

ORDレコード
ord-8051b3d2ef5a4db8937fb82821cdd238
出典データセット
uspto-grants-1991_12
特許番号
US05073556

反応ノート

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