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Aniline → Bis-(6-bromo-hexyl)-phenyl-amine

HRID 599135
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HRID 599135 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH:9]([Br:15])[CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].[C:16]([O-])(=O)[CH3:17].[Na+]>O>[Br:15][CH2:9][CH2:10][CH2:11][CH2:12][CH2:16][CH2:17][N:1]([CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][Br:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 6115AnilineHCID 517045Sodium AcetateHCID 118068541,1-Dibromohexane

생성물 1

HCID 67270812Bis-(6-bromo-hexyl)-phenyl-amine

시약·촉매·용매 1

HCID 962Water용매

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온도
97.5 °C

실험 절차

0.45 ml of aniline (5 mmol), 2.5 ml of dibromohexane (14.6 mmol), and sodium acetate (14.5 mmol) were charged in a reaction container and slowly heated to about 95 to 100° C. while generating bubbles under a nitrogen atmosphere. The reactant mixture was agitated for about 10 hours at about 95 to 100° C. The mixture was cooled down to room temperature, mixed with 30 ml of distilled water, and agitated for 10 minutes. The mixture was then treated to extract organic layers using ethylacetate, and then was distillated through reduced pressure distillation, thereby obtaining a sticky liquid. The sticky liquid was separated using preparative TLC (eluent: CH2Cl2:Hexane=1:2.5). The obtained compound was confirmed to be the compounds 221 of FIG. 3 using a 1H-NMR spectometry and mass spectometry. The results are shown in FIG. 5.

후처리

  1. temperatureThe mixture was cooled down to room temperature
  2. stirringagitated for 10 minutes
  3. additionThe mixture was then treated
  4. extractionto extract organic layers
  5. distillationwas distillated through reduced pressure distillation
  6. customobtaining a sticky liquid
  7. customThe sticky liquid was separated

출처 및 근거

ORD 기록
ord-5d7d5fa79147443780191fa2d7ccd7fe
출처 데이터셋
uspto-grants-2011_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07897735B2

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