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

HRID 2085894ノート

反応式

HRID 2085894 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-edf6e32880c84771b68adf3a575b2a48
出典データセット
uspto-grants-2004_04
特許番号
US06720093B2

反応ノート

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