Tris(1,1-dimethylethyl)phosphine → 9-(4-[Benzoxazol-2-yl)phenyl]-3-phenyl-9H-carbazole

HRID 1028869노트

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HRID 1028869 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]3[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=3[N:12]=2)=[CH:4][CH:3]=1.[C:17]1([C:23]2[CH:24]=[CH:25][C:26]3[NH:27][C:28]4[C:33]([C:34]=3[CH:35]=2)=[CH:32][CH:31]=[CH:30][CH:29]=4)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.CC(C)([O-])C.[Na+].C(P(C(C)(C)C)C(C)(C)C)(C)(C)C>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].C1(C)C=CC=CC=1.CCCCCC>[O:9]1[C:10]2[CH:16]=[CH:15][CH:14]=[CH:13][C:11]=2[N:12]=[C:8]1[C:5]1[CH:6]=[CH:7][C:2]([N:27]2[C:26]3[CH:25]=[CH:24][C:23]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=4)=[CH:35][C:34]=3[C:33]3[C:28]2=[CH:29][CH:30]=[CH:31][CH:32]=3)=[CH:3][CH:4]=1

참가 물질

8

반응물 4

HCID 83681Tris(1,1-dimethylethyl)phosphineHCID 128467152-(4-Bromophenyl)benzo(d)oxazoleHCID 134974733-Phenyl-9H-carbazoleHCID 23676156Sodium t-butoxide

생성물 1

HCID 582818049-(4-[Benzoxazol-2-yl)phenyl]-3-phenyl-9H-carbazole

시약·촉매·용매 3

HCID 6505921(1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium촉매HCID 1140Toluene용매2회HCID 8058Hexane용매

반응 조건

온도
80 °C

실험 절차

In a 100 mL three-neck flask were put 1.0 g (3.7 mmol) of 2-(4-bromophenyl)benzoxazole, 0.89 g (3.7 mmol) of 3-phenyl-9H-carbazole, and 0.77 g (8.0 mmol) of sodium tert-butoxide. The atmosphere in the flask was replaced with nitrogen. To this mixture were added 30 mL of toluene and 0.10 mL of a 10% hexane solution of tri(tert-butyl)phosphine. This mixture was degassed by reducing the pressure in the flask by using an aspirator. After that, the atmosphere in the flask was replaced with nitrogen. To this mixture was added 0.058 g (0.10 mmol) of bis (dibenzylideneacetone)palladium(0), followed by stirring under a nitrogen stream at 80° C. for 15 hours. After that, toluene was added to this mixture, and this suspension was washed with a saturated aqueous sodium carbonate solution and saturated brine in that order. After that, magnesium sulfate was added to the organic layer to dry it. Next, this mixture was suction filtered, whereby a filtrate was obtained.

후처리

  1. customIn a 100 mL three-neck flask were put
  2. customThis mixture was degassed
  3. washthis suspension was washed with a saturated aqueous sodium carbonate solution and saturated brine in that order
  4. additionAfter that, magnesium sulfate was added to the organic layer
  5. customto dry it
  6. filtrationfiltered
  7. customwhereby a filtrate was obtained

출처 및 근거

ORD 기록
ord-40635b08bf274ff2baea59ea06a827b8
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08735597B2

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