Potassium Carbonate → 3-(8-bromodibenzo[b,d]furan-2-yl)-9-phenyl-9H-carbazole

HRID 1486372

반응식

HRID 1486372 반응식
Br[C:2]1[CH:15]=[CH:14][C:5]2[O:6][C:7]3[CH:12]=[CH:11][C:10]([Br:13])=[CH:9][C:8]=3[C:4]=2[CH:3]=1.[C:16]1([N:22]2[C:34]3[CH:33]=[CH:32][C:31](B(O)O)=[CH:30][C:29]=3[C:28]3[C:23]2=[CH:24][CH:25]=[CH:26][CH:27]=3)[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCOCC1.O.C1C=CC([P]([Pd]([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)=CC=1>[Br:13][C:10]1[CH:11]=[CH:12][C:7]2[O:6][C:5]3[CH:14]=[CH:15][C:2]([C:31]4[CH:32]=[CH:33][C:34]5[N:22]([C:16]6[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=6)[C:23]6[C:28]([C:29]=5[CH:30]=4)=[CH:27][CH:26]=[CH:25][CH:24]=6)=[CH:3][C:4]=3[C:8]=2[CH:9]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 822902,8-DibromodibenzofuranHCID 513584509-Phenyl-9H-carbazole-3-boronic acid

생성물 1

HCID 706610833-(8-bromodibenzo[b,d]furan-2-yl)-9-phenyl-9H-carbazole수율 55%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 218864351,4-Dioxane--water (1/1)용매

반응 조건

온도
90 °C

실험 절차

A mixture of 2,8-dibromodibenzo[b,d]furan (2.868 g, 10 mmol), (9-phenyl-9H-carbazol-3-yl)boronic acid (3.26 g, 10 mmol), Pd(PPh3)4 (0.30 g, 0.26 mmol) and potassium carbonate (4.1 g, 30 mmol) in dioxane/water (50 mL/10 mL) was degassed and heated at about 90° C. overnight. The resulting mixture was worked up with ethyl acetate/brine, dried over Na2SO4, purified by flash column (hexanes to hexanes/ethyl acetate 40:1). The desired fraction was collected and concentrated, filtration and dried in air to give a white solid (2.70 g, in 55% yield).

후처리

  1. customwas degassed
  2. dry with materialdried over Na2SO4
  3. custompurified by flash column (hexanes to hexanes/ethyl acetate 40:1)
  4. customThe desired fraction was collected
  5. concentrationconcentrated
  6. filtrationfiltration
  7. customdried in air
  8. customto give a white solid (2.70 g, in 55% yield)

출처 및 근거

ORD 기록
ord-af81a6c9f20b4829871cdb57297bcb77
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09425408B2

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