Water → 3-(N-n-Heptadecylcarbamoyl)oxypropan-1-ol

HRID 647272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 647272
[CH2:1]([N:18]=[C:19]=[O:20])[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][CH3:17].O.C(Cl)(Cl)Cl.[CH2:26]([OH:30])[CH2:27][CH2:28][OH:29]>C(Cl)Cl>[CH2:1]([NH:18][C:19]([O:29][CH2:28][CH2:27][CH2:26][OH:30])=[O:20])[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][CH3:17]

Komponenten

6

Edukt 4

HCID 962WaterHCID 6212ChloroformHCID 104421,3-PropanediolHCID 135601031-Isocyanatoheptadecane

Produkt 1

HCID 135601043-(N-n-Heptadecylcarbamoyl)oxypropan-1-olAusbeute 47,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In a mixture of 5.7 g of 1,3-propanediol and 30 ml of methylene chloride is dissolved 5.0 g of n-heptadecyl isocyanate and the mixture is stirred at room temperature overnight. To the reaction mixture are added 20 ml each of water and chloroform, and the organic layer is taken and concentrated to dryness. Then, silica gel column chromatography is carried out [eluent:chloroform-water (97:3)] and the eluate is concentrated to dryness. The procedure provides 3.0 g of the above-indicated compound as colorless crystals.

Aufarbeitung

  1. concentrationconcentrated to dryness
  2. concentrationthe eluate is concentrated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-0eb66856d89f445ca8a74959e6e21846
Quelldatensatz
uspto-grants-1983_10
Patentnummer
US04408052

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