Aniline → N-Phenyl-3,5-diphenylaniline

HRID 2273807

反応式

HRID 2273807 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]1([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:15]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C(O[Na])(C)(C)C>C1(C)C=CC=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd]>[C:2]1([NH:1][C:18]2[CH:17]=[C:16]([C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[CH:15]=[C:14]([C:8]3[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:19]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 6115AnilineHCID 7076M-TerphenylHCID 178418730sodium 2-methylpropan-2-olate

生成物 1

HCID 58672307N-Phenyl-3,5-diphenylaniline収率 84%

試薬・触媒・溶媒 2

HCID 9811564Bis(dibenzylideneacetone)palladium触媒HCID 1140Toluene溶媒

反応条件

温度
100 °C

実験手順

Aniline (3 g, 10.75 mmol), m-terphenyl (3.34 g, 10.85 mmol), Pd2(dba)3 (3 mol %), and t-BuONa (1.45 g, 15.05 mmol) is dissolved in toluene in a round flask, and a solution thereof is stirred at 100° C. Upon finishing reaction thereof, the toluene is removed from the solution, and a compound is extracted from the solution by using water and dichloromethane. The compound extracted thus is separated by using silica gel. The separated substance is re-crystallized by using dichloromethane and petroleum ether, and filtered, to obtain N-Phenyl-3,5-diphenylaniline (2.9 g, 84%).

後処理

  1. customreaction
  2. customthe toluene is removed from the solution
  3. extractiona compound is extracted from the solution
  4. extractionThe compound extracted thus
  5. customis separated
  6. customThe separated substance is re-crystallized
  7. filtrationfiltered

出典と根拠

ORDレコード
ord-194b2c20ee57495199acfe6705fd3513
出典データセット
uspto-grants-2015_09
特許番号
US09126892B2

関連ノート

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