Potassium Carbonate → Bis(4-chlorophenyl)(4-octylphenyl)amine

HRID 31736

反応式

HRID 31736 の反応式
[CH2:1]([C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C1O[CH2:32][CH2:31]OCCOCCOCCOCCOC1.C([O-])([O-])=O.[K+].[K+].[Cl:40][C:41]1[CH:46]=[CH:45][C:44](I)=[CH:43][CH:42]=1>ClCCl.[Cu].ClC1C=CC=CC=1Cl>[Cl:40][C:41]1[CH:46]=[CH:45][C:44]([N:13]([C:32]2[CH:31]=[CH:46][C:41]([Cl:40])=[CH:42][CH:43]=2)[C:12]2[CH:11]=[CH:10][C:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])=[CH:15][CH:14]=2)=[CH:43][CH:42]=1

参加物

8

反応物 4

HCID 11430Potassium CarbonateHCID 125101-Chloro-4-iodobenzeneHCID 2855718-Crown-6HCID 853464-Octylaniline

生成物 1

HCID 58918513Bis(4-chlorophenyl)(4-octylphenyl)amine

試薬・触媒・溶媒 3

HCID 23978Copper触媒HCID 6344Dichloromethane溶媒HCID 72391,2-Dichlorobenzene溶媒

実験手順

4-Octylaniline (5.00 g, 244.4 mmol), 18-crown-6 (1.29 g, 4.9 mmol), K2CO3 (27.64 g, 194.8 mmol), 1-chloro-4-iodobenzene (14.51 g, 60.9 mmol, copper (6.19 g, 97.4 mmol), and 1,2-dichlorobenzene (100 mL) were added in a 250 mL flask with a condenser connected to a Dean Stark apparatus. The mixture was heated to reflux for 24 hours under argon. The reaction mixture was then cooled to room temperature, diluted with dichloromethane, and filtered. After removal of solvent by distillation, the product was purified using silica gel column chromatography using hexane as eluant. The yield was 4.18 g (40.3%).

後処理

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 24 hours under argon
  3. filtrationfiltered
  4. customAfter removal of solvent
  5. distillationby distillation
  6. customthe product was purified

出典と根拠

ORDレコード
ord-eb6ad7a0b9d2406aad6f0d5931f4fdb6
出典データセット
uspto-grants-2008_09
特許番号
US07425723B2

関連ノート

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