2-Aminopropanol → 2-(N-Hexadecanoyl)amino-1-propanol

HRID 34304

Reaktionsgleichung

Reaktionsgleichung von HRID 34304
[CH3:1][CH:2]([NH2:5])[CH2:3][OH:4].[C:6](Cl)(=[O:22])[CH2:7][CH2:8][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>[C:6]([NH:5][CH:2]([CH3:1])[CH2:3][OH:4])(=[O:22])[CH2:7][CH2:8][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]

Komponenten

4

Edukt 2

HCID 51262-AminopropanolHCID 8206Palmitoyl chloride

Produkt 1

HCID 184318022-(N-Hexadecanoyl)amino-1-propanolAusbeute 51 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 4.00 g (53.2 mmol) of commercially obtained dl-2-amino-1-propanol b and 8.0 g (8.8 ml, 29.3 mmol) of hexadecanoyl chloride in 100 ml of CH2Cl2 was stirred at room temperature for hours. The solution was concentrated and the residue was boiled with 200 ml acetone and decanted. The solution was concentrated and the residue was chromatographed on silica gel using 50% ethylacetate in hexane to afford 4.15 g (51%) of the title compound as white needles, m.p. 75-76° C. Using the same procedure as in Example 19, the following compounds were prepared:

Aufarbeitung

  1. concentrationThe solution was concentrated
  2. customdecanted
  3. concentrationThe solution was concentrated
  4. customthe residue was chromatographed on silica gel using 50% ethylacetate in hexane

Quellen und Nachweise

ORD-Eintrag
ord-9fed08b7a87d4dc89a917158d7429c2c
Quelldatensatz
uspto-grants-1988_08
Patentnummer
US04761404

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