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Ethyl chloroformate → 8-Methyl-2-(propylsulfanyl)quinoline-3-carbaldehyde

HRID 1911791
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HRID 1911791 반응식
ClC([O:4][CH2:5][CH3:6])=O.C(=O)([O-])[O-].[K+].[K+].FC(F)(F)C1C=C(C=C(C(F)(F)F)C=1)CNCC1[C:22]([S:32][CH2:33][CH2:34][CH3:35])=[N:23][C:24]2[C:29]([CH:30]=1)=[CH:28][CH:27]=[CH:26][C:25]=2[CH3:31]>C1COCC1.C(Cl)Cl>[CH3:30][C:29]1[CH:28]=[CH:27][CH:26]=[C:25]2[C:24]=1[N:23]=[C:22]([S:32][CH2:33][CH2:34][CH3:35])[C:6]([CH:5]=[O:4])=[CH:31]2
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참가 물질

6

반응물 3

HCID 10928Ethyl chloroformateHCID 11430Potassium CarbonateHCID 57486861HCID 57486861, 화합물

생성물 1

HCID 574444608-Methyl-2-(propylsulfanyl)quinoline-3-carbaldehyde수율 229%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran
용매

실험 절차

To ethyl chloroformate (0.4 ml, 4.2 mmol) and potassium carbonate (0.875 g, 6.3 mmol) were added to (3,5-bis-trifluoromethyl-benzyl)-(8-methyl-2-propylsulfanyl-quinolin-3-ylmethyl)-amine (1.058 g, 2.1 mmol) which was dissolved in anhydrous THF (10 mL). The resulting mixture was stirred at room temperature for overnight. The mixture was diluted with methylene chloride, and was washed one time with water. The organic phase was dried over potassium carbonate and concentrated by rotary evaporation. The resulting sample was dried under vacuum gave a light yellow solid (1.18 g, 97%).

후처리

  1. washwas washed one time with water
  2. dry with materialThe organic phase was dried over potassium carbonate
  3. concentrationconcentrated by rotary evaporation
  4. customThe resulting sample was dried under vacuum

출처 및 근거

ORD 기록
ord-d83069ab495941e694f039686a04bcb3
출처 데이터셋
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08604055B2

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