Hydrogen Peroxide → HCID 59464117, 화합물

HRID 1713877노트

반응식

HRID 1713877 반응식
OO.FC(F)(F)C(OC(=O)C(F)(F)F)=[O:6].[Cl:16][C:17]1[N:22]=[CH:21][C:20]([CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[Cl:16][C:17]1[N+:22]([O-:6])=[CH:21][C:20]([CH2:23][C:24]([O:26][CH3:27])=[O:25])=[CH:19][CH:18]=1

참가 물질

6

반응물 4

HCID 784Hydrogen PeroxideHCID 9845Trifluoroacetic anhydrideHCID 11430Potassium CarbonateHCID 53419528Methyl 2-(6-chloropyridin-3-yl)acetate

생성물 1

HCID 59464117HCID 59464117, 화합물수율 44%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

Hydrogen peroxide (0.409 mL of a 30% aqueous solution, 3.6 mmol) was added slowly to a stirred solution of trifluoroacetic anhydride (0.915 mL, 6.55 mmol) in DCM (5 mL) with heating under reflux. After 30 min, methyl (6-chloropyridin-3-yl)acetate (Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry (2004), 43B(4), 864) (608 mg, 3.28 mmol) was added as a solution in DCM (5 mL). The reaction mixture was stirred under reflux for 1 h and then allowed to cool with stirring for 16 h. Solid potassium carbonate was added until there was no more effervescence then the mixture was filtered, concentrated by evaporation and the resultant oil was triturated with Et2O to give the title compound (291 mg, 44%) as a solid; 1H NMR δ 3.64 (s, 3H), 3.79 (s, 2H), 7.30 (d, 1H), 7.75 (d, 1H), 8.45 (s, 1H); MS m/e MH+ 202.

후처리

  1. temperaturewith heating
  2. temperatureunder reflux
  3. temperatureunder reflux for 1 h
  4. temperatureto cool
  5. stirringwith stirring for 16 h
  6. filtrationthe mixture was filtered
  7. concentrationconcentrated by evaporation
  8. customthe resultant oil was triturated with Et2O

출처 및 근거

ORD 기록
ord-97c365d1229a4cd0bc4dab6cd48547a3
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07795283B2

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