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

HRID 1794969
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1794969
[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH2:6].[C:8](Cl)(=[O:22])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]>C(Cl)(Cl)Cl>[CH3:1][N:2]([CH3:7])[CH2:3][CH2:4][CH2:5][NH:6][C:8](=[O:22])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH3:21]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 7993N,N-Dimethyl-1,3-propanediamineHCID 66986Myristoyl chloride

Produkt 1

HCID 170759Myristamidopropyl Dimethylamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

2.0 g. (0.0196 moles) of 3-dimethylaminopropylamine in 40 ml chloroform was added dropwise to an ice cold chloroform solution (50 ml) of myristoyl chloride (4.17 g., 0.0169 moles). After addition, the ice bath was removed and the solution was stirred for 2 hours. A 25 ml aqueous sodium bicarbonate solution was added and stirred for 30 minutes. The organic layer was then washed with 30 ml aqueous sodium bicarbonate/sodium chloride solution and dried with magnesium sulfate. The solution was concentrated in vacuo and the amide was recrystallized in ethyl acetate to yield 3.29 g. (0.0105 moles, 62.3%) of the subject compound.

Aufarbeitung

  1. additionAfter addition
  2. customthe ice bath was removed
  3. additionA 25 ml aqueous sodium bicarbonate solution was added
  4. stirringstirred for 30 minutes
  5. washThe organic layer was then washed with 30 ml aqueous sodium bicarbonate/sodium chloride solution
  6. dry with materialdried with magnesium sulfate
  7. concentrationThe solution was concentrated in vacuo
  8. customthe amide was recrystallized in ethyl acetate
  9. customto yield 3.29 g

Quellen und Nachweise

ORD-Eintrag
ord-4c868d6f6424413ea58be1e54e41de94
Quelldatensatz
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07025958B2

Notizen zur Reaktion

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