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Potassium Carbonate → 2-(2-Ethylsulfanyl-4-trifluoromethylsulfanyl-phenyl)-5-trifluoromethylsulfanylbenzoxazole

HRID 1750064
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HRID 1750064 반응식
[F:1][C:2]([F:15])([F:14])[S:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:12][CH:11]=[N:10][C:9]=2[CH:13]=1)=O.Br[C:17]1[CH:22]=[CH:21][C:20]([S:23][C:24]([F:27])([F:26])[F:25])=[CH:19][C:18]=1[S:28][CH2:29][CH3:30].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C(=O)([O-])[O-].[K+].[K+]>C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O.C([O-])(=O)C.[Cu+2].C([O-])(=O)C.O.C(OCC)(=O)C.C1(C)C=CC=CC=1>[CH2:29]([S:28][C:18]1[CH:19]=[C:20]([S:23][C:24]([F:27])([F:25])[F:26])[CH:21]=[CH:22][C:17]=1[C:11]1[O:12][C:8]2[CH:7]=[CH:6][C:5]([S:3][C:2]([F:15])([F:14])[F:1])=[CH:13][C:9]=2[N:10]=1)[CH3:30]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

10

반응물 4

HCID 11430Potassium CarbonateHCID 11776TriphenylphosphineHCID 1180354975-((Trifluoromethyl)sulfinyl)benzo[d]oxazoleHCID 1180355631-Bromo-2-ethylsulfanyl-4-trifluoromethylsulfanylbenzene

생성물 1

HCID 1180353892-(2-Ethylsulfanyl-4-trifluoromethylsulfanyl-phenyl)-5-trifluoromethylsulfanylbenzoxazole수율 15.5%

시약·촉매·용매 5

HCID 165397Cupric acetate monohydrate촉매HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 1140Toluene용매HCID 8857Ethyl Acetate용매

실험 절차

A mixture of 0.10 g of 5-trifluoromethylsulfinylbenzoxazole, 0.15 g of 1-bromo-2-ethylsulfanyl-4-trifluoromethylsulfanylbenzene, 0.01 g of palladium(II) acetate, 0.01 g of triphenylphosphine, 0.02 g of copper(II) acetate monohydrate, 0.13 g of potassium carbonate and 3 ml of toluene was stirred under heating and refluxing for 2 hours. Ethyl acetate and water were added to the cooled reaction mixture, and the mixture was extracted with ethyl acetate and then dried with anhydrous sodium sulfate. The residue obtained by concentrating the mixture under reduced pressure was applied to a silica gel column chromatography to obtain 0.03 g of 2-(2-ethylsulfanyl-4-trifluoromethylsulfanyl-phenyl)-5-trifluoromethylsulfanylbenzoxazole (hereinafter, referred to as Compound 19).

후처리

  1. temperatureunder heating
  2. temperaturerefluxing for 2 hours
  3. extractionthe mixture was extracted with ethyl acetate
  4. dry with materialdried with anhydrous sodium sulfate
  5. customThe residue obtained
  6. concentrationby concentrating the mixture under reduced pressure

출처 및 근거

ORD 기록
ord-17ceabe3a46947c0ab7d1dbbe3b97cd2
출처 데이터셋
uspto-grants-2015_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09156838B2

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