Sodium hydride → 10-(4,6-Bisbiphenyl-3-yl-1,3,5-triazin-2-yl)-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

HRID 2275923노트

반응식

HRID 2275923 반응식
[CH3:1][C:2]1([CH3:22])[C:10]2=[CH:11][C:12]3[NH:13][C:14]4[C:19]([C:20]=3[CH:21]=[C:9]2[C:8]2[C:3]1=[CH:4][CH:5]=[CH:6][CH:7]=2)=[CH:18][CH:17]=[CH:16][CH:15]=4.[H-].[Na+].[C:25]1([C:50]2[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=2)[CH:30]=[CH:29][CH:28]=[C:27]([C:31]2[N:36]=[C:35]([C:37]3[CH:38]=[C:39]([C:43]4[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=4)[CH:40]=[CH:41][CH:42]=3)[N:34]=[C:33](Cl)[N:32]=2)[CH:26]=1>CN(C)C=O.C1COCC1>[C:39]1([C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[CH:40]=[CH:41][CH:42]=[C:37]([C:35]2[N:36]=[C:31]([C:27]3[CH:26]=[C:25]([C:50]4[CH:55]=[CH:54][CH:53]=[CH:52][CH:51]=4)[CH:30]=[CH:29][CH:28]=3)[N:32]=[C:33]([N:13]3[C:12]4[CH:11]=[C:10]5[C:2]([CH3:22])([CH3:1])[C:3]6[C:8]([C:9]5=[CH:21][C:20]=4[C:19]4[C:14]3=[CH:15][CH:16]=[CH:17][CH:18]=4)=[CH:7][CH:6]=[CH:5][CH:4]=6)[N:34]=2)[CH:38]=1

참가 물질

6

반응물 3

HCID 24758Sodium hydrideHCID 582991182,4-Di([1,1'-biphenyl]-3-yl)-6-chloro-1,3,5-triazineHCID 665852047,7-Dimethyl-5,7-dihydroindeno[2,1-b]carbazole

생성물 1

HCID 6679766510-(4,6-Bisbiphenyl-3-yl-1,3,5-triazin-2-yl)-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8028Tetrahydrofuran용매

실험 절차

18.6 g (64.6 mmol) of 12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]-fluorene are dissolved in 400 ml of dimethylformamide under a protective-gas atmosphere, and 3.1 g of 60% NaH in mineral oil (77.5 mmol) are added. After 1 h at room temperature, a solution of 2,4-bisbiphenyl-3-yl-6-chloro-1,3,5-triazine (32.6 g, 64.6 mmol) in 100 ml of THF is added dropwise. The reaction mixture is stirred at room temperature for 12 h. After this time, the reaction mixture is poured onto ice and extracted three times with dichloromethane. The combined organic phases are dried over Na2SO4 and evaporated. The residue is extracted with hot toluene, recrystallised from toluene and finally sublimed in a high vacuum, the purity is 99.9%. Yield: 41.5 g (61 mmol), 80% of theory.

후처리

  1. additionare added
  2. additionAfter this time, the reaction mixture is poured onto ice
  3. extractionextracted three times with dichloromethane
  4. dry with materialThe combined organic phases are dried over Na2SO4
  5. customevaporated
  6. extractionThe residue is extracted with hot toluene
  7. customrecrystallised from toluene

출처 및 근거

ORD 기록
ord-92076b4d5a754d96852a1a8c3252cce6
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126970B2

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