Ethanol → HCID 68441434, 화합물

HRID 525977

반응식

HRID 525977 반응식
Br[C:2]1[CH:3]=[CH:4][C:5]2[NH:6][C:7]3[C:12]([C:13]=2[CH:14]=1)=[CH:11][C:10](Br)=[CH:9][CH:8]=3.[CH2:16]([O:24][C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23].[C:34]([O-:37])(O)=O.[Na+].[CH2:39](O)[CH3:40]>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.C1(C)C=CC=CC=1>[CH2:16]([O:24][C:25]1[CH:30]=[CH:29][C:28]([C:2]2[CH:3]=[CH:4][C:5]3[NH:6][C:7]4[C:12]([C:13]=3[CH:14]=2)=[CH:11][C:10]([C:2]2[CH:3]=[CH:4][C:5]([O:37][CH2:34][CH2:9][CH2:8][CH2:7][CH2:12][CH2:11][CH2:39][CH3:40])=[CH:13][CH:14]=2)=[CH:9][CH:8]=4)=[CH:27][CH:26]=1)[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

참가 물질

7

반응물 4

HCID 702EthanolHCID 2748743,6-DibromocarbazoleHCID 516892Sodium BicarbonateHCID 39772844-n-Octyloxyphenylboronic Acid (contains varying amounts of Anhydride)

생성물 1

HCID 68441434HCID 68441434, 화합물

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 1140Toluene용매

반응 조건

온도
90 °C

실험 절차

3,6-dibromocarbazole (3.03 g, 9.32 mmol), 4-(octyloxy)phenylboronic acid (7.14 g, 28.5 mmol), aqueous NaHCO3 (80 ml), ethanol (120 ml) and toluene (190 ml) was mixed and degassed with nitrogen for 15 minutes before adding the Pd(PPh3)4 catalyst (80 mg, 0.07 mmol). The reaction mixture was then brought to reflux at 90° C. for 5 h 20 minutes. It was quenched with water when reached room temperature and extracted three times with ethyl acetate. The combined organic phases were washed with brine and water and evaporated. The residual solid was dissolved in toluene and precipitated in petroleum ether. The precipitate was purified using column chromatography with toluene as mobile phase which yielded 3,6-bis(4-(octyloxy)phenyl)-carbazole (5.42 g, 9.41 mmol) as a white solid.

후처리

  1. customdegassed with nitrogen for 15 minutes
  2. customIt was quenched with water when
  3. customreached room temperature
  4. extractionextracted three times with ethyl acetate
  5. washThe combined organic phases were washed with brine and water
  6. customevaporated
  7. dissolutionThe residual solid was dissolved in toluene
  8. customprecipitated in petroleum ether
  9. customThe precipitate was purified

출처 및 근거

ORD 기록
ord-17a430f12f94472fb301a45aff739f46
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09343198B2

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