3-Methyl-3-phenylbutanal → HCID 66913545, 화합물

HRID 2104598노트

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HRID 2104598 반응식
[CH3:1][C:2]([CH3:12])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH2:3][CH:4]=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.C(=O)(O)[O-].[Na+]>CC(O)=O>[CH3:12][C:2]([C:3]1[CH:4]=[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])([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)[CH3:1]

참가 물질

5

반응물 3

HCID 2324593-Methyl-3-phenylbutanalHCID 516892Sodium BicarbonateHCID 21555860HCID 21555860, 화합물

생성물 1

HCID 66913545HCID 66913545, 화합물수율 33.9%

시약·촉매·용매 1

HCID 176Acetic Acid용매2회

반응 조건

온도
200 °C

실험 절차

3,3-Dimethyl-3-phenylpropionaldehyde (0.272 g, 1.67 mmol) and [2-amino-3-(trifluoromethyl)phenyl](phenyl)methanone (0.138 g, 0.52 mmol) are dissolved in AcOH (3 mL) and treated with 1:20H2SO4/AcOH solution (0.10 mL). The mixture is heated in a microwave at 175° C. for 15 min and a further 5 min at 200° C. The reaction is carefully poured into saturated aq sodium bicarbonate and extracted with ethyl acetate. The extracts are washed with saturated aq sodium bicarbonate and dried (MgSO4). The product is chromatographed eluting with 5:95 ethyl acetate:hexane. The partially purified is further purified using Prep HPLC with a gradient of 10-100% acetonitrile/water to afford the title compound (0.069 g). HRMS: calcd for C25H20F3N+H, 392.16261; found (ESI, [M+H]+), 392.1637.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe extracts are washed with saturated aq sodium bicarbonate
  3. dry with materialdried (MgSO4)
  4. customThe product is chromatographed
  5. washeluting with 5:95 ethyl acetate
  6. customThe partially purified
  7. customis further purified

출처 및 근거

ORD 기록
ord-dd24f2da829a4b6ab0b0b2e6f5b5e74b
출처 데이터셋
uspto-grants-2009_08
특허 번호
US07576215B2

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