Isopropylamine → 2-(3-benzyloxybenzoyl)-N-isopropyl-3-phenylacryl amide

HRID 17884

反応式

HRID 17884 の反応式
C(O[C:4](=[O:22])[CH2:5][C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:9]=1)=[O:7])C.[CH:23]([NH2:26])([CH3:25])[CH3:24]>C1(C)C=CC=C(C)C=1>[CH2:15]([O:14][C:10]1[CH:9]=[C:8]([CH:13]=[CH:12][CH:11]=1)[C:6]([C:5](=[CH:6][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:4]([NH:26][CH:23]([CH3:25])[CH3:24])=[O:22])=[O:7])[C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

参加物

4

反応物 2

HCID 6363IsopropylamineHCID 10334847Ethyl 3-[3-(benzyloxy)phenyl]-3-oxopropanoate

生成物 1

HCID 866140272-(3-benzyloxybenzoyl)-N-isopropyl-3-phenylacryl amide収率 108.9%

試薬・触媒・溶媒 1

HCID 7929M-Xylene溶媒

反応条件

温度
150 °C

実験手順

3-(3-Benzyloxyphenyl)-3-oxopropionate ethyl ester (174.42 g, 584.47 mmol) was dissolved in m-xylene and the reaction mixture was refluxed while stirring for 30 min at 150° C. Then, isopropylamine (38 g, 642.92 mmol) was added dropwise to the mixture. After stirring and refluxing for 24 hours at room temperature, the organic layer was extracted with saturated sodium chloride and ethyl acetate, dried over anhydrous magnesium sulfate, concentrated, and resulting residue was purified by column chromatography (ethyl acetate:hexane=1:2) to obtain 2-(3-benzyloxybenzoyl)-N-isopropyl-3-phenylacryl amide (127.13 g, yield 70%) as yellow oil.

後処理

  1. temperaturethe reaction mixture was refluxed
  2. stirringAfter stirring
  3. temperaturerefluxing for 24 hours at room temperature
  4. extractionthe organic layer was extracted with saturated sodium chloride and ethyl acetate
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated
  7. customresulting residue
  8. customwas purified by column chromatography (ethyl acetate:hexane=1:2)

出典と根拠

ORDレコード
ord-6f30f4c684614fd5b1c8d02605a5658c
出典データセット
uspto-grants-2010_06
特許番号
US07741323B2

関連ノート

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