HCID 21555860、化合物 → HCID 66914820、化合物

HRID 2104600ノート

反応式

HRID 2104600 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8](=[O:12])[CH2:9][CH:10]=O.[NH2:13][C:14]1[C:19]([C:20]([F:23])([F:22])[F:21])=[CH:18][CH:17]=[CH:16][C:15]=1[C:24]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=O>CC(O)=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:9]1[CH:10]=[N:13][C:14]2[C:15]([C:24]=1[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)=[CH:16][CH:17]=[CH:18][C:19]=2[C:20]([F:23])([F:22])[F:21])=[O:12]

参加物

4

反応物 2

HCID 21555860HCID 21555860、化合物HCID 431147113-(2-Fluorophenyl)-3-oxopropanal

生成物 1

HCID 66914820HCID 66914820、化合物収率 91.5%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒2 回

実験手順

3-(2-Fluorophenyl)-3-oxopropionaldehyde (0.451 g, 2.70 mmol) and [2-amino-3-(trifluoromethyl)phenyl](phenyl)methanone (0.119 g, 0.448 mmol) in AcOH (5 mL) is treated with 0.1 mL of 1:20H2SO4/AcOH solution and heated at reflux for 20 min. The cooled reaction is quenched with water and extracted with ethyl acetate twice. The combined organic layers are washed with saturated aq sodium bicarbonate and dried over MgSO4. The product is purified by chromatography (5:95 ethyl acetate:hexane) to afford the title compound as a yellow solid (0.162 g, 91.5%). MS (ESI) m/z 396.1009; HRMS: calcd for C23H13F4NO+H, 396.10115; found (ESI, [M+H]+), 396.1009.

後処理

  1. temperatureheated
  2. temperatureat reflux for 20 min
  3. customThe cooled reaction
  4. customis quenched with water
  5. extractionextracted with ethyl acetate twice
  6. washThe combined organic layers are washed with saturated aq sodium bicarbonate
  7. dry with materialdried over MgSO4
  8. customThe product is purified by chromatography (5:95 ethyl acetate:hexane)

出典と根拠

ORDレコード
ord-8a6dac3675ae45ac9e455e2f405bf18d
出典データセット
uspto-grants-2009_08
特許番号
US07576215B2

反応ノート

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