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

HRID 1450609

반응식

HRID 1450609 반응식
[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

참가 물질

7

반응물 4

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

생성물 1

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

시약·촉매·용매 2

HCID 6344Dichloromethane용매2회HCID 8058Hexane용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-8bc6d654d06b4375a74cbadc0d9bbb43
출처 데이터셋
uspto-grants-1997_02
특허 번호
US05602170

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