Isopropenyl acetate → 2-Fluoro-4-biphenylyl acetone

HRID 1452423

反応式

HRID 1452423 の反応式
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

参加物

7

反応物 4

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

生成物 1

HCID 129504182-Fluoro-4-biphenylyl acetone収率 78%

試薬・触媒・溶媒 2

HCID 1140Toluene溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2c16fb7dce9b41e88fd32a5756049cac
出典データセット
uspto-grants-1997_02
特許番号
US05606101

関連ノート

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