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Dodecane → N,N'-di(4-methoxy-2-methylphenyl)-N,N'-diphenyl-4,4''-diamino-p-terphenyl

HRID 2356190
ノート
印刷プレビュー

反応式

HRID 2356190 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:5]([CH3:16])[CH:4]=1.I[C:18]1[CH:23]=[CH:22][C:21]([C:24]2[CH:29]=[CH:28][C:27]([C:30]3[CH:35]=[CH:34][C:33](I)=[CH:32][CH:31]=3)=[CH:26][CH:25]=2)=[CH:20][CH:19]=1.[C:37](=[O:40])([O-])[O-].[K+].[K+].CCCCC[CH2:48][CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH3:54]>[Cu]>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N:9]([C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][C:27]([C:30]4[CH:35]=[CH:34][C:33]([N:9]([C:54]5[CH:53]=[CH:52][C:51]([O:40][CH3:37])=[CH:50][C:49]=5[CH3:48])[C:6]5[CH:7]=[CH:8][CH:3]=[CH:4][CH:5]=5)=[CH:32][CH:31]=4)=[CH:26][CH:25]=3)=[CH:20][CH:19]=2)=[C:5]([CH3:16])[CH:4]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 8182DodecaneHCID 11430Potassium CarbonateHCID 1624614-methoxy-2-methyl-N-phenylanilineHCID 35635834,4''-Diiodo-p-terphenyl

生成物 1

HCID 59456699N,N'-di(4-methoxy-2-methylphenyl)-N,N'-diphenyl-4,4''-diamino-p-terphenyl収率 80%

試薬・触媒・溶媒 1

HCID 23978
Copper
触媒

反応条件

温度
205 °C

実験手順

(4-Methoxy-2-methylphenyl)phenylamine (14.1 g (0.066 mol)), 14.5 g (0.030 mol) of 4,4″-diiodo-p-terphenyl, 5.0 g (0.036 mol) of anhydrous potassium carbonate, 0.38 g (0.006 mol) of copper powder and 15 ml of n-dodecane were mixed, and heated up to 200 to 210° C. while introducing nitrogen gas, followed by stirring for 30 hours. After the termination of the reaction, the reaction product was extracted with 400 ml of toluene, and insoluble matter was removed by filtration. Then, the filtrate was concentrated to dryness. The resulting solid matter was purified by column chromatography (carrier: silica gel, eluent: toluene:hexane=1:2) to obtain 15.7 g of N,N′-di(4-methoxy-2-methylphenyl)-N,N′-diphenyl-4,4″-diamino-p-terphenyl (compound No. 2) (yield: 80.0%, melting point: 180.8 to 183.4° C.).

後処理

  1. additionwhile introducing nitrogen gas
  2. customAfter the termination of the reaction
  3. extractionthe reaction product was extracted with 400 ml of toluene, and insoluble matter
  4. customwas removed by filtration
  5. concentrationThen, the filtrate was concentrated to dryness
  6. customThe resulting solid matter was purified by column chromatography (carrier: silica gel, eluent: toluene:hexane=1:2)

出典と根拠

ORDレコード
ord-9627b82b458248329c6b4fd166012d48
出典データセット
uspto-grants-2010_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07759030B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート