Benzalkonium → Benzalkonium trans-Cinnamate

HRID 1517214

Reaktionsgleichung

Reaktionsgleichung von HRID 1517214
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N+:14]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([CH3:16])[CH3:15].[Cl-].[C:25]([OH:35])(=[O:34])/[CH:26]=[CH:27]/[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.CCCCCCCCCCCCC[N+](CC1C=CC=CC=1)(C)C.C(Cl)(Cl)Cl>CS(C)=O>[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][N+:14]([CH2:17][C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)([CH3:16])[CH3:15].[C:25]([O-:35])(=[O:34])/[CH:26]=[CH:27]/[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

Komponenten

6

Edukt 4

HCID 2330BenzalkoniumHCID 6212ChloroformHCID 444539Cinnamic AcidHCID 3014024Benzalkonium Chloride

Produkt 1

HCID 86612073Benzalkonium trans-CinnamateAusbeute 90 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
90 °C

Versuchsvorschrift

Benzalkonium chloride (0.001 mol) was dissolved in warm distilled water. trans-Cinnamic acid (0.001 mol) was added to the benzalkonium solution. The reaction solution was stirred at 90° C. for 4 hours. The reaction solution was cooled to room temperature then 60 mL of chloroform was added. The two phases were separated and the chloroform phase was washed several times with cool distilled water to remove any inorganic salt. The presence of chloride anions was monitored by silver nitrate test. A rotary evaporator removed the chloroform and an orange viscous liquid was obtained in 90% yield. 1H and 13C NMR (DMSO) were obtained. Melting point (hot plate apparatus)=liquid at room temperature.

Aufarbeitung

  1. temperaturein warm
  2. distillationdistilled water
  3. temperatureThe reaction solution was cooled to room temperature
  4. customThe two phases were separated
  5. washthe chloroform phase was washed several times
  6. temperaturewith cool
  7. distillationdistilled water
  8. customto remove any inorganic salt
  9. customA rotary evaporator
  10. customremoved the chloroform
  11. customan orange viscous liquid was obtained in 90% yield
  12. customat room temperature

Quellen und Nachweise

ORD-Eintrag
ord-ccc1e5fcd4c040a1a07bee16b42ec2e8
Quelldatensatz
uspto-grants-2012_07
Patentnummer
US08232265B2

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