Nitrogen → [4'-(8,12b-Diazabenzo[a]aceanthrylen-8-yl)biphenyl-4-yl]diphenylamine

HRID 2277358

반응식

HRID 2277358 반응식
Br[C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:15]3[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=3)=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.[CH:27]1[C:32]2[N:33]3[C:46]4[C:45]([C:31]=2[CH:30]=[CH:29][CH:28]=1)=[CH:44][CH:43]=[CH:42][C:41]=4[NH:40][C:39]1[C:34]3=[CH:35][CH:36]=[CH:37][CH:38]=1.N#N.P(C(C)(C)C)(C(C)(C)C)C(C)(C)C.CC([O-])(C)C.[Na+]>O1CCOCC1.C([O-])(=O)C.[Pd+2].C([O-])(=O)C.O>[CH:27]1[C:32]2[N:33]3[C:46]4[C:45]([C:31]=2[CH:30]=[CH:29][CH:28]=1)=[CH:44][CH:43]=[CH:42][C:41]=4[N:40]([C:2]1[CH:3]=[CH:4][C:5]([C:8]2[CH:13]=[CH:12][C:11]([N:14]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[C:15]4[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=4)=[CH:10][CH:9]=2)=[CH:6][CH:7]=1)[C:39]1[C:34]3=[CH:35][CH:36]=[CH:37][CH:38]=1

참가 물질

9

반응물 5

HCID 947NitrogenHCID 83681Tris(1,1-dimethylethyl)phosphineHCID 113155504-Bromo-4'-(diphenylamino)biphenylHCID 23676156Sodium t-butoxideHCID 671105678H-8,12b-Diazabenzo[a]aceanthrylene

생성물 1

HCID 67324186[4'-(8,12b-Diazabenzo[a]aceanthrylen-8-yl)biphenyl-4-yl]diphenylamine

시약·촉매·용매 3

HCID 167845palladium(II) acetate촉매HCID 962Water용매HCID 312751,4-Dioxane용매

실험 절차

A degassed solution of 35.6 g (89 mmol) of (4′-bromobiphenyl-4-yl)-diphenylamine and 22.0 g (81 mmol) of 8H-8,12b-diazabenzo[a]aceanthrylene in 1000 ml of dioxane is saturated with N2 for 1 h. Then firstly 1.0 ml (4 mmol) of P(tBu)3, then 0.4 g (2 mmol) of palladium(II) acetate are added to the solution, and 11.7 g (122 mmol) of NaOtBu in the solid state are subsequently added. The reaction mixture is heated under reflux for 18 h. After cooling to room temperature, 1000 ml of water are carefully added. The organic phase is separated off, washed with 4×50 ml of water and dried over MgSO4, and the solvent is removed in vacuo. The pure product is obtained by recrystallisation and final sublimation in a high vacuum.

후처리

  1. additionare subsequently added
  2. temperatureThe reaction mixture is heated
  3. temperatureunder reflux for 18 h
  4. customThe organic phase is separated off
  5. washwashed with 4×50 ml of water
  6. dry with materialdried over MgSO4
  7. customthe solvent is removed in vacuo
  8. customThe pure product is obtained by recrystallisation

출처 및 근거

ORD 기록
ord-ecf6fc362d3a484090a4aaeee18f7bf1
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09133119B2

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