Stearamidopropyl Dimethylamine → N,N-dimethyl-N-(3-methyl-4-isopropylphenyl)oxycarbonylmethyl-N-(3-(octadecanoylamino)propyl)ammonium chloride

HRID 1019319

Reaktionsgleichung

Reaktionsgleichung von HRID 1019319
[C:1]([NH:20][CH2:21][CH2:22][CH2:23][N:24]([CH3:26])[CH3:25])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[Cl:27][CH2:28][C:29]([O:31][C:32]1[CH:37]=[CH:36][C:35]([CH:38]([CH3:40])[CH3:39])=[C:34]([CH3:41])[CH:33]=1)=[O:30].ClCC([O-])=O>C(Cl)(Cl)Cl>[Cl-:27].[CH3:26][N+:24]([CH3:25])([CH2:28][C:29]([O:31][C:32]1[CH:37]=[CH:36][C:35]([CH:38]([CH3:40])[CH3:39])=[C:34]([CH3:41])[CH:33]=1)=[O:30])[CH2:23][CH2:22][CH2:21][NH:20][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Komponenten

5

Edukt 3

HCID 62109Stearamidopropyl DimethylamineHCID 518964ChloroacetateHCID 120842613-Methyl-4-isopropylphenyl chloroacetate

Produkt 1

HCID 12084278N,N-dimethyl-N-(3-methyl-4-isopropylphenyl)oxycarbonylmethyl-N-(3-(octadecanoylamino)propyl)ammonium chlorideAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
25 °C

Versuchsvorschrift

A 33.18 g (0.090 mol) portion of N-octadecanoyl-N′,N′-dimethyl-1,3-diaminopropane and 120 ml of chloroform were put into a flask, and 22.44 g (0.099 mol) of 3-methyl-4-isopropylphenyl chloroacetate was added thereto at 25° C. spending 5 minutes. The reaction mixture was stirred at 25° C. for 36 hours and then, after confirming disappearance of the most part of chloroacetate by 1H-NMR, the solvent was evaporated under a reduced pressure. The thus obtained viscous oil was dissolved in 300 ml of acetone and cooled to 5 to 10° C. to effect precipitation of a white precipitate. Thereafter, in the same manner as described in Inventive Example 1, the title compound (to be referred to as betaine ester (12) hereinafter) was obtained as a white solid. Yield 41.80 g (0.070 mol; yield 78.0%).

Aufarbeitung

  1. customwas evaporated under a reduced pressure
  2. dissolutionThe thus obtained viscous oil was dissolved in 300 ml of acetone
  3. temperaturecooled to 5 to 10° C.
  4. customprecipitation of a white precipitate

Quellen und Nachweise

ORD-Eintrag
ord-c919553694564978aba17363784f88b9
Quelldatensatz
uspto-grants-2002_11
Patentnummer
US06486333B1

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