N,N-Dimethyl-1,3-propanediamine → Palmitamidopropyl Dimethylamine

HRID 326548

Reaktionsgleichung

Reaktionsgleichung von HRID 326548
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].[C:8](Cl)(=[O:24])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]>C(Cl)Cl>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:8](=[O:24])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH3:23]

Komponenten

4

Edukt 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 8206Palmitoyl chloride

Produkt 1

HCID 38313Palmitamidopropyl DimethylamineAusbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of N,N-dimethyl-1,3-propanediamine (1.00 mL, 7.95 mmole) in methylene chloride (20 mL) was added palmitoyl chloride (2.19 g, 7.97 mmole). The reaction mixture was stirred at room temperature over night. The solvent was removed under reduced pressure and the residue titurated with diethyl ether. The precipitate (2.34 g) was filtered and stirred in saturated aqueous sodium bicarbonate over night. The precipitate was filtered to give the title compound (2.00 g, 74%) as a white solid. Analysis calculated for C21H43H2O 1.25H2O: C: 69.46; H: 12.91; N: 7.72. Found: C: 69.30 C: 9.46; H: 12.91; N: 7.72 Found: C: 69.30, H: 12.13; H: 12.13; N: 7.58.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. filtrationThe precipitate (2.34 g) was filtered
  3. stirringstirred in saturated aqueous sodium bicarbonate over night
  4. filtrationThe precipitate was filtered

Quellen und Nachweise

ORD-Eintrag
ord-8d02029d5a5347078fc1ecd36dbfe303
Quelldatensatz
uspto-grants-1993_12
Patentnummer
US05270310

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