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

HRID 2275930노트

반응식

HRID 2275930 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+].Cl[C:26]1[N:31]=[C:30]([C:32]2[CH:33]=[C:34]([C:44]3[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=3)[CH:35]=[C:36]([C:38]3[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=3)[CH:37]=2)[N:29]=[C:28]([C:50]2[CH:51]=[C:52]([C:62]3[CH:67]=[CH:66][CH:65]=[CH:64][CH:63]=3)[CH:53]=[C:54]([C:56]3[CH:61]=[CH:60][CH:59]=[CH:58][CH:57]=3)[CH:55]=2)[N:27]=1>CN(C)C=O>[C:62]1([C:52]2[CH:51]=[C:50]([C:28]3[N:29]=[C:30]([C:32]4[CH:37]=[C:36]([C:38]5[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=5)[CH:35]=[C:34]([C:44]5[CH:49]=[CH:48][CH:47]=[CH:46][CH:45]=5)[CH:33]=4)[N:31]=[C:26]([N:13]4[C:12]5[CH:11]=[C:10]6[C:2]([CH3:22])([CH3:1])[C:3]7[C:8]([C:9]6=[CH:21][C:20]=5[C:19]5[C:14]4=[CH:15][CH:16]=[CH:17][CH:18]=5)=[CH:7][CH:6]=[CH:5][CH:4]=7)[N:27]=3)[CH:55]=[C:54]([C:56]3[CH:57]=[CH:58][CH:59]=[CH:60][CH:61]=3)[CH:53]=2)[CH:63]=[CH:64][CH:65]=[CH:66][CH:67]=1

참가 물질

5

반응물 3

HCID 24758Sodium hydrideHCID 582991192,4-Di([1,1':3',1''-terphenyl]-5'-yl)-6-chloro-1,3,5-triazineHCID 665852047,7-Dimethyl-5,7-dihydroindeno[2,1-b]carbazole

생성물 1

HCID 6679787010-(4,6-Bis[1,1';3',1'']terphenyl-5'-yl-1,3,5-triazin-2-yl)-12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]fluorene

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

11.3 g (40 mmol) of 12,12-dimethyl-10,12-dihydro-10-azaindeno[2,1-b]-fluorene are dissolved in 285 ml of dimethylformamide under a protective-gas atmosphere, and 1.9 g of 60% NaH in mineral oil (19 mmol) are added. After 1 h at room temperature, a solution of 2-chloro-4,6-bis-[1,1′;3′,1″]terphenyl-5′-yl-1,3,5-triazine (25.1 g, 44 mmol) in 315 ml of dimethylformamide 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. The yield is 23 g (28 mmol, 70%).

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

출처 및 근거

ORD 기록
ord-95855c69c19f42c99ebb511f4ab626fa
출처 데이터셋
uspto-grants-2015_09
특허 번호
US09126970B2

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