HCID 21555860, 화합물 → HCID 66914820, 화합물

HRID 2104600노트

반응식

HRID 2104600 반응식
[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]

참가 물질

4

반응물 2

HCID 21555860HCID 21555860, 화합물HCID 431147113-(2-Fluorophenyl)-3-oxopropanal

생성물 1

HCID 66914820HCID 66914820, 화합물수율 91.5%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-8a6dac3675ae45ac9e455e2f405bf18d
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576215B2

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