1,2-Dibromobenzene → 3-(2-Bromophenyl)-9-phenyl-9H-carbazole

HRID 1808690노트

반응식

HRID 1808690 반응식
[C:1]1([N:7]2[C:19]3[CH:18]=[CH:17][C:16](B(O)O)=[CH:15][C:14]=3[C:13]3[C:8]2=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1Br>O1CCOCC1.C(OCCO)C.C(=O)([O-])[O-].[Na+].[Na+].C1(P([Pd-4](P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)P(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[Br:23][C:24]1[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=1[C:16]1[CH:17]=[CH:18][C:19]2[N:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)[C:8]3[C:13]([C:14]=2[CH:15]=1)=[CH:12][CH:11]=[CH:10][CH:9]=3

참가 물질

7

반응물 2

HCID 114141,2-DibromobenzeneHCID 513584509-Phenyl-9H-carbazole-3-boronic acid

생성물 1

HCID 669295403-(2-Bromophenyl)-9-phenyl-9H-carbazole

시약·촉매·용매 4

HCID 178420553HCID 178420553, 화합물촉매HCID 8076Glycol monoethyl ether용매HCID 10340Sodium Carbonate용매HCID 312751,4-Dioxane용매

실험 절차

1.1 g (1 mmol) of tetrakis(triphenylphosphino)palladium(0) are added to a mixture of 28.7 g (100 mmol) of N-phenylcarbazole-3-boronic acid, 36.1 ml (300 mmol) of 1,2-dibromobenzene in 150 ml of dioxane, 100 ml of 2-ethoxyethanol and 250 ml of 2 N sodium carbonate solution, and the mixture is heated under reflux for 16 h. After cooling, the organic phase is separated off, 500 ml of toluene are added, and the mixture is washed three times with 500 ml of water, dried over magnesium sulfate, filtered through silica gel and then freed from toluene and excess 1,2-dibromobenzene in vacuo. The residue is washed by stirring three times with hot ethanol. Yield: 26.7 g (67 mmol), 67.1%, purity 97% according to

후처리

  1. temperaturethe mixture is heated
  2. temperatureunder reflux for 16 h
  3. temperatureAfter cooling
  4. customthe organic phase is separated off
  5. addition500 ml of toluene are added
  6. washthe mixture is washed three times with 500 ml of water
  7. dry with materialdried over magnesium sulfate
  8. filtrationfiltered through silica gel
  9. washThe residue is washed

출처 및 근거

ORD 기록
ord-3f3fc7a08fba4a14a48ca9433b59d217
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08361638B2

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