Ethanol → 4-(7-Phenylbenz[a]anthracen-4-yl)-7-phenylbenz[a]anthracene

HRID 877291

反応式

HRID 877291 の反応式
BrN1[C:6](=O)[CH2:5][CH2:4][C:3]1=O.[CH:9]1[C:14]2=[C:15]3[C:24](=[CH:25][CH:26]=[C:13]2[C:12]([C:27]2[C:32]4=[CH:33][CH:34]=[C:35]5[C:44]([CH:43]=[C:42]6[C:37]([CH:38]=[CH:39][CH:40]=[CH:41]6)=[CH:36]5)=[C:31]4[CH:30]=[CH:29][CH:28]=2)=[CH:11][CH:10]=1)[CH:23]=[C:22]1[C:17]([CH:18]=[CH:19][CH:20]=[CH:21]1)=[CH:16]3.[CH2:45](O)[CH3:46].[C:48]1(B(O)O)[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=1>CN(C=O)C>[C:3]1([C:36]2[C:35]3[C:44]([CH:43]=[C:42]4[C:37]=2[CH:38]=[CH:39][CH:40]=[CH:41]4)=[C:31]2[CH:30]=[CH:29][CH:28]=[C:27]([C:12]4[C:13]5=[CH:26][CH:25]=[C:24]6[C:15]([CH:16]=[C:17]7[C:22]([CH:21]=[CH:20][CH:19]=[CH:18]7)=[C:23]6[C:48]6[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=6)=[C:14]5[CH:9]=[CH:10][CH:11]=4)[C:32]2=[CH:33][CH:34]=3)[CH:46]=[CH:45][CH:6]=[CH:5][CH:4]=1

参加物

6

反応物 4

HCID 702EthanolHCID 66827Phenylboronic AcidHCID 67184N-bromobutanimideHCID 594125524-(Benz[a]anthracen-4-yl)benz[a]anthracene

生成物 1

HCID 594127104-(7-Phenylbenz[a]anthracen-4-yl)-7-phenylbenz[a]anthracene

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

19.6 g (110 mmol) of N-bromosuccinimide are added in one portion at 100° C. with vigorous stirring to a suspension of 22.7 g (50 mmol) of 4-(benz[a]anthracen-4-yl)benz[a]anthracene in 1000 ml of DMF. The suspension is kept at 100° C. for a further 30 min. and cooled, and 1000 ml of ethanol are then added. The precipitated solid is filtered off with suction, washed three times with 100 ml of ethanol each time and dried in vacuo. The resultant solid is reacted analogously to Example 7 with 15.9 g (130 mmol) of benzeneboronic acid, Recrystallisation five times from DMF (about 6 ml/g); sublimation (p=5×10−5 mbar, T=360° C.). Yield: 21.8 g (36 mmol), 72.0%, purity 99.9% (HPLC), Tg=181.4° C.

後処理

  1. temperaturecooled
  2. filtrationThe precipitated solid is filtered off with suction
  3. washwashed three times with 100 ml of ethanol each time
  4. customdried in vacuo
  5. customsublimation (p=5×10−5 mbar, T=360° C.)

出典と根拠

ORDレコード
ord-52646a4582bf43ba9c9fb5c133992734
出典データセット
uspto-grants-2015_03
特許番号
US08986852B2

関連ノート

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