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

HRID 590007

反応式

HRID 590007 の反応式
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

参加物

4

反応物 2

HCID 71104,4'-DibromobiphenylHCID 25517Ammonium Chloride

生成物 1

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

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2f25c1b080d748979dcb27aabff56475
出典データセット
uspto-grants-2016_01
特許番号
US09233922B2

関連ノート

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