Potassium Carbonate → 1,3,5-Tris(n-(4-biphenylyl)-n-(1-naphthyl)amino)benzene

HRID 917001

反応式

HRID 917001 の反応式
[C:1]1([NH:11][C:12]2[CH:17]=[C:16]([NH:18][C:19]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH:22]=[CH:21][CH:20]=3)[CH:15]=[C:14]([NH:29][C:30]3[C:39]4[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=4)[CH:33]=[CH:32][CH:31]=3)[CH:13]=2)[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.I[C:41]1[CH:46]=[CH:45][C:44]([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)=[CH:43][CH:42]=1.C(=O)([O-])[O-].[K+].[K+].C1O[CH2:75][CH2:74]OCCOCCOCCOCCOC1>[Cu].C1(C)C=C(C)C=C(C)C=1>[C:44]1([C:47]2[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=2)[CH:45]=[CH:46][C:41]([N:11]([C:12]2[CH:13]=[C:14]([N:29]([C:30]3[C:39]4[C:34](=[CH:35][CH:36]=[CH:37][CH:38]=4)[CH:33]=[CH:32][CH:31]=3)[C:50]3[CH:51]=[CH:52][C:47]([C:44]4[CH:45]=[CH:46][CH:41]=[CH:42][CH:43]=4)=[CH:48][CH:49]=3)[CH:15]=[C:16]([N:18]([C:19]3[C:28]4[C:23](=[CH:24][CH:25]=[CH:26][CH:27]=4)[CH:22]=[CH:21][CH:20]=3)[C:1]3[CH:10]=[CH:5][C:4]([C:75]4[CH:74]=[CH:9][CH:8]=[CH:7][CH:6]=4)=[CH:3][CH:2]=3)[CH:17]=2)[C:1]2[C:10]3[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=3)[CH:4]=[CH:3][CH:2]=2)=[CH:42][CH:43]=1

参加物

7

反応物 4

HCID 11430Potassium CarbonateHCID 153224-IodobiphenylHCID 2855718-Crown-62 回HCID 231397241,3,5-Tris(l-naphthylamino)benzene

生成物 1

HCID 231397251,3,5-Tris(n-(4-biphenylyl)-n-(1-naphthyl)amino)benzene収率 110.3%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 7947Mesitylene溶媒

実験手順

2.0 g of 1,3,5-tris(1-naphthylamino)benzene, 5.0 g of 4-iodobiphenyl, 3.7 g of potassium carbonate, 2 g of copper powder, 0.3 g of 18-crown-6 (or 1,4,7,10,13,16-hexaoxacyclooctadecane) and 10 mL of mesitylene as a reaction solvent were placed in a 100 mL capacity glass flask and the reaction was carried out at a temperature of 170° C. for 17 hours under a nitrogen atmosphere. After the reaction, the resultant reaction mixture was extracted with toluene and the toluene solution was subjected to silica gel chromatography to fractionate the reaction product. The reaction product was then purified by recrystallization from a mixed solvent of toluene/hexane and then by sublimation to provide 1.2 g of the desired 1,3,5-tris(N-(4-biphenylyl)-N-(1-naphthyl)amino)benzene (TBNAB). The yield was 32%.

後処理

  1. customAfter the reaction
  2. customthe resultant reaction mixture
  3. extractionwas extracted with toluene
  4. customThe reaction product was then purified by recrystallization from a mixed solvent of toluene/hexane

出典と根拠

ORDレコード
ord-8fc0f2e29120456e8994531a6e7e75d7
出典データセット
uspto-grants-2007_09
特許番号
US07271291B2

関連ノート

読み込み中…