Acetic Acid → 2-acetyl-3-(3-chlorophenyl)-N-(3-phenyl-2-propene-1-yl)acrylamide

HRID 1727878ノート

反応式

HRID 1727878 の反応式
[O:1]=[C:2]([CH3:15])[CH2:3][CH2:4][N-:5][CH2:6][CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[Cl:16][C:17]1[CH:18]=[C:19]([CH:22]=[CH:23][CH:24]=1)[CH:20]=O.N1CCCCC1.C(O)(=[O:33])C>CC(O)C>[C:2]([C:3](=[CH:20][C:19]1[CH:22]=[CH:23][CH:24]=[C:17]([Cl:16])[CH:18]=1)[C:4]([NH:5][CH2:6][CH:7]=[CH:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:33])(=[O:1])[CH3:15]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 114773-ChlorobenzaldehydeHCID 866191923-oxo-N-(3-phenyl-2-propen-1-yl)butylamide

生成物 1

HCID 541391202-acetyl-3-(3-chlorophenyl)-N-(3-phenyl-2-propene-1-yl)acrylamide

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

実験手順

30.0 mg (1.38 mmol) of 3-oxo-N-(3-phenyl-2-propen-1-yl)butylamide and 194 mg (1.38 mmol) of 3-chlorobenzaldehyde were dissolved in 20 ml of 2-propanol. 4.14 mg (0.0690 mmol) of piperidine and 5.67 mg (0.0690 mmol) of acetic acid were added thereto and stirred at room temperature for 2 days. After the solvent was evaporated under reduced pressure, ethyl acetate was added to the reaction mixture. After washing with 1 N hydrochloric acid and then with saturated aqueous sodium hydrogencarbonate solution, the organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1) to obtain the title compound.

後処理

  1. customAfter the solvent was evaporated under reduced pressure, ethyl acetate
  2. additionwas added to the reaction mixture
  3. washAfter washing with 1 N hydrochloric acid
  4. dry with materialwith saturated aqueous sodium hydrogencarbonate solution, the organic layer was dried over anhydrous magnesium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1)

出典と根拠

ORDレコード
ord-ed93f60295b64cfbafa4a8cd7f2ecab5
出典データセット
uspto-grants-2009_02
特許番号
US07494989B2

反応ノート

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