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

HRID 31736

반응식

HRID 31736 반응식
[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

참가 물질

8

반응물 4

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

생성물 1

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

시약·촉매·용매 3

HCID 23978Copper촉매HCID 6344Dichloromethane용매HCID 72391,2-Dichlorobenzene용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-eb6ad7a0b9d2406aad6f0d5931f4fdb6
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425723B2

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