Carbon tetrabromide → 5-(2,2-Dibromoethenyl)-2,2'-bithiophene

HRID 1291576

反応式

HRID 1291576 の反応式
[CH:1]([C:3]1[S:7][C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][CH:4]=1)=O.C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[C:32](Br)(Br)([Br:34])[Br:33].C(C1SC(C2SC=CC=2)=CC=1)=O.ClCCl>ClCCl.CCCCCC>[Br:33][C:32]([Br:34])=[CH:1][C:3]1[S:7][C:6]([C:8]2[S:9][CH:10]=[CH:11][CH:12]=2)=[CH:5][CH:4]=1

参加物

7

反応物 4

HCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 364428[2,2'-Bithiophene]-5-carboxaldehydeHCID 867503605-Formyl-2,2'-bithiophene dichloromethane

生成物 1

HCID 131139775-(2,2-Dibromoethenyl)-2,2'-bithiophene

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒2 回HCID 8058Hexane溶媒

実験手順

0.55 g of 5-formyl-2,2'-bithiophene was dissolved in 10 ml of dichloromethane. 1.95 g of PPh3 and 1.23 g of CBr4 were dissolved in 40 ml of dichloromethane and mixed with the 5-formyl-2,2'-bithiophene/dichloromethane solution under nitrogen gas atmosphere at 0° C. After the mixture was stirred for 1 hour and 10 ml of n-hexane was added to precipitate the triphenyl-phosphine oxide. And the reaction solution was filtered. Further, 100 ml of n-hexane was then added into the solution and the yellowish solid was obtained. The solid was further purified by column chromatography and crystallized with ethanol. The crystal product was thus obtained and the melting point thereof was 112°-113° C.

後処理

  1. customto precipitate the triphenyl-phosphine oxide
  2. filtrationAnd the reaction solution was filtered
  3. additionFurther, 100 ml of n-hexane was then added into the solution
  4. customthe yellowish solid was obtained
  5. customThe solid was further purified by column chromatography
  6. customcrystallized with ethanol
  7. customThe crystal product was thus obtained
  8. customthereof was 112°-113° C.

出典と根拠

ORDレコード
ord-aaf308b26b4341b194b4671fb63e979e
出典データセット
uspto-grants-1998_05
特許番号
US05753692

関連ノート

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