4,4'-Dibromobiphenyl → 4,4'-Bis(9H-carbazol-9-yl)biphenyl

HRID 590007

반응식

HRID 590007 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11](Br)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[Cl-].[NH4+:16]>C(Cl)(Cl)Cl>[CH:3]1[C:4]2[N:16]([C:11]3[CH:12]=[CH:13][C:8]([C:5]4[CH:6]=[CH:7][C:2]([N:16]5[C:13]6[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=6[C:5]6[C:4]5=[CH:3][CH:2]=[CH:7][CH:6]=6)=[CH:3][CH:4]=4)=[CH:9][CH:10]=3)[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[C:5]=2[CH:6]=[CH:7][CH:2]=1

참가 물질

4

반응물 2

HCID 71104,4'-DibromobiphenylHCID 25517Ammonium Chloride

생성물 1

HCID 112487164,4'-Bis(9H-carbazol-9-yl)biphenyl

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

The reaction was conducted for 15 minutes in the same experimental procedures as in Example 16 except for using 4,4′-dibromobiphenyl (9.8 g, 31.6 mol, 1.0 equivalent) as an aryl halide. To the reaction mixture was added an aqueous solution of ammonium chloride, and the mixture was poured into chloroform (500 mL). The aqueous layer was separated off, and the organic layer was passed through a silica gel pad and concentrated to remove the excess chloroform under reduced pressure. To the thus-obtained suspension was added methanol (150 mL), and the crystal was collected from the suspension by suction filtration, washed with methanol and dried under reduced pressure to afford 14.9 g of CBP as a pale yellow powder.

후처리

  1. customThe aqueous layer was separated off
  2. concentrationconcentrated
  3. customto remove the excess chloroform under reduced pressure
  4. additionTo the thus-obtained suspension was added methanol (150 mL)
  5. filtrationthe crystal was collected from the suspension by suction filtration
  6. washwashed with methanol
  7. customdried under reduced pressure
  8. customto afford 14.9 g of CBP as a pale yellow powder

출처 및 근거

ORD 기록
ord-2f25c1b080d748979dcb27aabff56475
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09233922B2

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