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N-(3-Chloropropyl)-N,N-dimethyl-1-dodecanaminium bromide → N-(N,N-dimethyl-N-dodecylammonio) propyldiallylmethylammonium Chloride Bromide

HRID 397226
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 397226
[CH2:1]([CH:4]([NH2:8])[CH2:5][CH:6]=[CH2:7])[CH:2]=[CH2:3].[Br-:9].[Cl:10][CH2:11][CH2:12][CH2:13][N+:14]([CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28])([CH3:16])[CH3:15]>CO>[Br-:9].[Cl-:10].[CH3:15][N+:14]([CH2:13][CH2:12][CH2:11][NH2+:8][CH:4]([CH2:5][CH:6]=[CH2:7])[CH2:1][CH:2]=[CH2:3])([CH3:16])[CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 10861601N-(3-Chloropropyl)-N,N-dimethyl-1-dodecanaminium bromideHCID 12791689Hepta-1,6-dien-4-amine

Produkt 1

HCID 86593801N-(N,N-dimethyl-N-dodecylammonio) propyldiallylmethylammonium Chloride BromideAusbeute 73,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

A mixture of 22 g diallylmethylamine and 74 g 3-chloropropyldodecyldimethyl-ammonium bromide were dissolved in 100 mL methanol and the reaction mixture was stirred at 65° C. for 48 hours. The progress of the reaction was monitored by the disappearance of the dialilymethylamine by thin layer chromatography (TLC). After cooling to room temperature, the solvent was removed under reduced pressure. The residual viscous oil was precipitated into 800 mL dry ether with rapid stirring. The ether layer was decanted and the residue was again treated with 500 mL dry ether. After stirring for 15 minutes the solvent was removed and the oily residue was dried under vacuum at 35° C. for 48 hours, yielding 70 g of the product.

Aufarbeitung

  1. temperatureAfter cooling to room temperature
  2. customthe solvent was removed under reduced pressure
  3. customThe residual viscous oil was precipitated into 800 mL dry ether with rapid stirring
  4. customThe ether layer was decanted
  5. additionthe residue was again treated with 500 mL dry ether
  6. stirringAfter stirring for 15 minutes the solvent
  7. customwas removed
  8. customthe oily residue was dried under vacuum at 35° C. for 48 hours

Quellen und Nachweise

ORD-Eintrag
ord-ade318e45a7f46f696deb49c509df514
Quelldatensatz
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06610283B1

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