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Isopropenyl acetate → 2-Fluoro-4-biphenylyl acetone

HRID 52863
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HRID 52863 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[C:4]([F:14])[CH:3]=1.C([O:18][C:19]([CH3:21])=[CH2:20])(=O)C.[O-]CCCC.C([Sn+](CCCC)CCCC)CCC.[F-].[K+]>C(OCC)(=O)C.C1(C)C=CC=CC=1>[F:14][C:4]1[CH:3]=[C:2]([CH2:20][C:19](=[O:18])[CH3:21])[CH:7]=[CH:6][C:5]=1[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
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참가 물질

7

반응물 4

HCID 7916Isopropenyl acetateHCID 5210634-Bromo-2-fluoro-1,1'-biphenylHCID 522689Potassium FluorideHCID 18005932Tributyltin butoxide

생성물 1

HCID 129504182-Fluoro-4-biphenylyl acetone수율 78%

시약·촉매·용매 2

HCID 1140Toluene용매
HCID 8857Ethyl Acetate용매

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온도
80 °C

실험 절차

150 g of 4-bromo-2-fluorobiphenyl, 89.6 g of isopropenyl acetate, 258 ml of tributyltin butoxide and 4.7 g of a palladium chloride-tri(o-phenyl)phosphine complex were added to 300 ml of toluene and the mixture was stirred under heating at 80° C. for 2 hours under a nitrogen atmosphere. The reaction solution was left to cool to room temperature. Then, 1 l of ethyl acetate and 500 ml of a saturated potassium fluoride aqueous solution were added thereto, and the mixture was vigorously stirred. Insoluble matters were separated by filtration, and then the organic layer was collected by separation. The obtained organic layer was post-treated by a conventional method. The product was treated with hexane to obtain 106 g (yield: 78%) of 1-(2-fluoro-4-biphenylyl)-2-propanone.

후처리

  1. waitThe reaction solution was left
  2. temperatureto cool to room temperature
  3. stirringthe mixture was vigorously stirred
  4. customInsoluble matters were separated by filtration
  5. customthe organic layer was collected by separation
  6. additionThe obtained organic layer was post-treated by a conventional method
  7. additionThe product was treated with hexane

출처 및 근거

ORD 기록
ord-78364f8d075a4580b40cb96512755919
출처 데이터셋
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05616803

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