Carbon Tetrachloride → 1,1'-Biphenyl, 4-ethenyl-2-fluoro-

HRID 1065533

反応式

HRID 1065533 の反応式
C(Cl)(Cl)(Cl)Cl.[F:6][C:7]1[CH:12]=[C:11]([CH2:13][CH3:14])[CH:10]=[CH:9][C:8]=1[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.BrN1C(=O)CCC1=O.[OH-].[K+]>C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.C(O)C>[F:6][C:7]1[CH:12]=[C:11]([CH:13]=[CH2:14])[CH:10]=[CH:9][C:8]=1[C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1

参加物

7

反応物 4

HCID 5943Carbon TetrachlorideHCID 14797Potassium HydroxideHCID 67184N-bromobutanimideHCID 14903264-Ethyl-2-fluoro-1,1'-biphenyl

生成物 1

HCID 114241661,1'-Biphenyl, 4-ethenyl-2-fluoro-収率 55.6%

試薬・触媒・溶媒 2

HCID 7187Benzoyl Peroxide触媒HCID 702Ethanol溶媒

実験手順

In 750 ml. of carbon tetrachloride was dissolved 10 g of 2-fluoro-4-ethylbiphenyl. Then to the solution were added 10 g of N-bromosuccinimide and 0.1 g of benzoyl peroxide. After cooling, a solid substance was filtered off, and from the filtrate containing α-(2-fluoro-4-biphenylyl)ethyl bromide was distilled off the carbon tetrachloride. The residue thus obtained was dissolved in 500 ml. of ethyl alcohol, and then added with 17 g of potassium hydroxide. The resultant mixture was refluxed under heating for 1 hour. After cooling, the reaction mixture was poured into 2.5 l. of water, and then subjected to extraction with benzene. The benzene layer was washed with water, and dried with magnesium sulfate. The benzene in the layer was distilled off, and the resulting residue was subjected to column chromatography. From hexane eluate was obtained 5.5 g of 2-fluoro-4-vinylbiphenyl.

後処理

  1. temperatureAfter cooling
  2. filtrationa solid substance was filtered off
  3. additionfrom the filtrate containing α-(2-fluoro-4-biphenylyl)ethyl bromide
  4. distillationwas distilled off the carbon tetrachloride
  5. customThe residue thus obtained
  6. dissolutionwas dissolved in 500 ml
  7. temperatureunder heating for 1 hour
  8. temperatureAfter cooling
  9. additionthe reaction mixture was poured into 2.5 l
  10. extractionof water, and then subjected to extraction with benzene
  11. washThe benzene layer was washed with water
  12. dry with materialdried with magnesium sulfate
  13. distillationThe benzene in the layer was distilled off

出典と根拠

ORDレコード
ord-6d1c0c0891be49f1bf021e2c2febd442
出典データセット
uspto-grants-1982_05
特許番号
US04329507

関連ノート

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