4-Bromoaniline → 1-(4-Bromophenyl)-2,5-diphenylpyrrole

HRID 1837392

반응식

HRID 1837392 반응식
[C:1]1([C:7]#[C:8][C:9]#[C:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:17][C:18]1[CH:24]=[CH:23][C:21]([NH2:22])=[CH:20][CH:19]=1>C(Cl)(Cl)Cl.[Cu]Cl>[Br:17][C:18]1[CH:24]=[CH:23][C:21]([N:22]2[C:7]([C:1]3[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=3)=[CH:8][CH:9]=[C:10]2[C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][CH:16]=2)=[CH:20][CH:19]=1

참가 물질

5

반응물 2

HCID 78074-BromoanilineHCID 701741,4-Diphenyl-1,3-butadiyne

생성물 1

HCID 17751381-(4-Bromophenyl)-2,5-diphenylpyrrole수율 73.7%

시약·촉매·용매 2

HCID 62652Cuprous chloride촉매HCID 6212Chloroform용매

실험 절차

Under an argon atmosphere, 15 g (74 mmol) of 1,4-di-phenylbutadiyne, 12.76 g (74 mmol) of p-bromoaniline and 1.84 g (18 mmol) copper(I) chloride were put into 500 ml round-bottomed flask, and the resulting mixture was reacted at 150° C. for 5 hours while stirring. After the reaction was completed, the reaction mixture was cooled down to room temperature, dissolved in chloroform and then washed with 5% hydrochloric acid several times. The combined organic extract was washed with water several times and then dried with anhydrous magnesium sulfate. The solvent was removed to obtain solid, which was recrystallized from ethyl acetate to give 20.4 g (73.5%) white solid having a melting point of 218-219° C.

후처리

  1. customthe resulting mixture was reacted at 150° C. for 5 hours
  2. washwashed with 5% hydrochloric acid several times
  3. extractionThe combined organic extract
  4. washwas washed with water several times
  5. dry with materialdried with anhydrous magnesium sulfate
  6. customThe solvent was removed
  7. customto obtain solid, which
  8. customwas recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-efd9c390287548859a18f29cf5d1b609
출처 데이터셋
uspto-grants-2004_08
특허 번호
US06780950B2

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