Water → N-[3-(3-dimethylamino-1-oxo-2-propenyl)phenyl]-methylamine

HRID 550570

反応式

HRID 550570 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([NH:10][C:11](=O)C(F)(F)F)[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].CO[CH:19](OC)[N:20]([CH3:22])[CH3:21].O>CN(C)C=O>[CH3:19][N:20]([CH3:22])[CH:21]=[CH:2][C:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([NH:10][CH3:11])[CH:5]=1)=[O:3]

参加物

5

反応物 3

HCID 962WaterHCID 78373Dimethylformamide dimethyl acetalHCID 673706Acetanilide, 3'-acetyl-2,2,2-trifluoro-

生成物 1

HCID 67198189N-[3-(3-dimethylamino-1-oxo-2-propenyl)phenyl]-methylamine収率 55%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
150 °C

実験手順

8.37 g (36.21 mmol) de N-(3-acetylphenyl)-2,2,2-trifluoro-acetamide were dissolved in 80 ml of N,N-dimethyl formamide. To the resultant solution 24.23 ml (181.02 mmol) of N,N-dimethylformamide dimethyl acetal were added and heated at 150° C. for 2 h. The solvent was removed by reduced pressure distillation to yield an oil which was treated with 50 ml of water and extract with 3×100 ml of dichloromethane. The organic layers were washed with 2×200 ml of a saturated solution of sodium chloride, dried over anhydrous sodium sulfate and evaporated to dryness by reduced pressure distillation. A solid was obtained, which precipitated from a mixture of ethanol-ethyl ether to give 4.1 g (yield=55%) of 3-(dimethylamino)-1-[3-(methylamino)phenyl]prop-2-en-1-one.

後処理

  1. customThe solvent was removed by reduced pressure distillation
  2. customto yield an oil which
  3. extractionextract with 3×100 ml of dichloromethane
  4. washThe organic layers were washed with 2×200 ml of a saturated solution of sodium chloride
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated to dryness by reduced pressure distillation
  7. customA solid was obtained
  8. customwhich precipitated from a mixture of ethanol-ethyl ether

出典と根拠

ORDレコード
ord-449cbc86ef6049d8bef39eba40a3139a
出典データセット
uspto-grants-2011_05
特許番号
US07947688B2

関連ノート

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