Dimethylformamide → 9,10-Bis[3',5'-bis(3'',5''-di-t-butylstyryl)styryl]anthracene

HRID 2085894노트

반응식

HRID 2085894 반응식
CN(C)C=O.[CH3:6][C:7]([CH3:10])([O-])[CH3:8].[K+].[C:12]([C:16]1[CH:17]=[C:18]([CH:45]=[C:46]([C:48]([CH3:51])([CH3:50])[CH3:49])[CH:47]=1)[CH:19]=[CH:20][C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([CH:29]=[CH:30][C:31]2[CH:36]=[C:35]([C:37]([CH3:40])([CH3:39])[CH3:38])[CH:34]=[C:33]([C:41]([CH3:44])([CH3:43])[CH3:42])[CH:32]=2)[CH:28]=1)[CH:24]=O)([CH3:15])([CH3:14])[CH3:13]>CO>[C:12]([C:16]1[CH:17]=[C:18]([CH:45]=[C:46]([C:48]([CH3:51])([CH3:50])[CH3:49])[CH:47]=1)[CH:19]=[CH:20][C:21]1[CH:22]=[C:23]([CH:26]=[C:27]([CH:29]=[CH:30][C:31]2[CH:36]=[C:35]([C:37]([CH3:40])([CH3:39])[CH3:38])[CH:34]=[C:33]([C:41]([CH3:44])([CH3:43])[CH3:42])[CH:32]=2)[CH:28]=1)[CH:24]=[CH:6][C:7]1[C:10]2[C:8]([C:7]([CH:6]=[CH:24][C:23]3[CH:26]=[C:27]([CH:29]=[CH:30][C:31]4[CH:32]=[C:33]([C:41]([CH3:44])([CH3:43])[CH3:42])[CH:34]=[C:35]([C:37]([CH3:38])([CH3:39])[CH3:40])[CH:36]=4)[CH:28]=[C:21]([CH:20]=[CH:19][C:18]4[CH:45]=[C:46]([C:48]([CH3:51])([CH3:50])[CH3:49])[CH:47]=[C:16]([C:12]([CH3:13])([CH3:14])[CH3:15])[CH:17]=4)[CH:22]=3)=[C:10]3[C:8]=1[CH:20]=[CH:19][CH:18]=[CH:17]3)=[CH:47][CH:16]=[CH:12][CH:13]=2)([CH3:15])([CH3:14])[CH3:13]

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 23665647Potassium tert-butoxideHCID 540286873,5-Bis[2-(3,5-di-tert-butylphenyl)ethenyl]benzaldehyde

생성물 1

HCID 542881889,10-Bis[3',5'-bis(3'',5''-di-t-butylstyryl)styryl]anthracene수율 26.7%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

Dry N,N-dimethylformamide (10 ml) was added to a rapidly stirred mixture of 9,10-bis(dimethylmethylphosphonate)anthracene (395 mg, 0.935 mmoles), potassium t-butoxide (220 mg, 1.963 mmoles) and 3,5-bis(3′,5′-di-t-butylstyryl)benzaldehyde (1.000 g, 1.87 mmoles) under nitrogen and stirred at room temperature for 90 minutes. Distilled methanol (60 ml) was then added and the precipitate filtered and dried under suction. The crude product (925 mg) was recrystallized from dichloromethane—methanol and then chromatographed on flash silica using dichloromethane—pet. ether (40-60) (1:3) as the eluent. The solvent was removed to give 9,10-bis[3′,5′-bis(3″,5″-di-t-butylstyryl)styryl]anthracene (206 mg, 18%). lamdamax(film)/nm 308, 420.

후처리

  1. filtrationthe precipitate filtered
  2. customdried under suction
  3. customThe crude product (925 mg) was recrystallized from dichloromethane—methanol
  4. customchromatographed on flash silica
  5. customThe solvent was removed

출처 및 근거

ORD 기록
ord-edf6e32880c84771b68adf3a575b2a48
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06720093B2

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