1,10-Phenanthroline → (7-bromo-9,9-dibutyl-9H-fluoren-2-yl)-bis-(9,9-dibutyl-9H-fluoren-2-yl)amine

HRID 221175ノート

反応式

HRID 221175 の反応式
[Br:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][C:9]([NH2:23])=[CH:10][C:11]=3[C:12]2([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:15][CH2:16][CH2:17][CH3:18])=[CH:4][CH:3]=1.[CH2:24]([C:28]1([CH2:42][CH2:43][CH2:44][CH3:45])[C:40]2[CH:39]=[C:38](I)[CH:37]=[CH:36][C:35]=2[C:34]2[C:29]1=[CH:30][CH:31]=[CH:32][CH:33]=2)[CH2:25][CH2:26][CH3:27].[OH-].[K+].N1[C:61]2[C:52](=[CH:53][CH:54]=[C:55]3[C:60]=2N=[CH:58][CH:57]=[CH:56]3)C=CC=1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][C:9]([N:23]([C:52]4[CH:53]=[CH:54][C:55]5[C:56]6[C:57](=[CH:58][CH:3]=[CH:2][CH:14]=6)[C:5]([CH2:13][CH2:12][CH2:15][CH3:16])([CH2:6][CH2:11][CH2:10][CH3:9])[C:60]=5[CH:61]=4)[C:31]4[CH:32]=[CH:33][C:34]5[C:35]6[C:40](=[CH:39][CH:38]=[CH:37][CH:36]=6)[C:28]([CH2:42][CH2:43][CH2:44][CH3:45])([CH2:24][CH2:25][CH2:26][CH3:27])[C:29]=5[CH:30]=4)=[CH:10][C:11]=3[C:12]2([CH2:19][CH2:20][CH2:21][CH3:22])[CH2:15][CH2:16][CH2:17][CH3:18])=[CH:4][CH:3]=1

参加物

6

反応物 4

HCID 13181,10-PhenanthrolineHCID 14797Potassium HydroxideHCID 230728539,9-dibutyl-2-iodo-9H-fluoreneHCID 593259377-bromo-9,9-dibutyl-9H-fluoren-2-amine

生成物 1

HCID 59325939(7-bromo-9,9-dibutyl-9H-fluoren-2-yl)-bis-(9,9-dibutyl-9H-fluoren-2-yl)amine

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

反応条件

温度
120 °C

実験手順

Under N2 atmosphere, 0.37 parts of 7-bromo-9,9-dibutyl-9H-fluoren-2-ylamine (31), 0.89 parts of 9,9-dibutyl-2-iodo-9H-fluorene (32), 0.17 parts of potassium hydroxide, 0.11 parts of 1,10-phenanthroline, and 0.03 parts of cuprous chloride were added into 10 parts of toluene, followed by stirring and mixing. Then, the reaction mixture was heated to 120° C. and reacted under reflux for 24 hours. After the reaction was quenched by water, diethyl ether was used for extracting the product, and magnesium sulfate was used for dehydration. After removing the solvent, the residual was purified with column chromatography method by using dichloromethane/hexane co-solvent as an eluent, to obtain a compound (33) of the present example. This compound was in a form of a tangerine solid, and the yield of this compound was 57%.

後処理

  1. additionmixing
  2. customreacted
  3. temperatureunder reflux for 24 hours
  4. customAfter the reaction was quenched by water, diethyl ether
  5. extractionfor extracting the product, and magnesium sulfate
  6. customAfter removing the solvent
  7. customthe residual was purified with column chromatography method

出典と根拠

ORDレコード
ord-1202a24393bf46118df564037b81b596
出典データセット
uspto-grants-2012_06
特許番号
US08203068B2

反応ノート

読み込み中…