Ammonia → HCID 21401682, Verbindung

HRID 973345Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 973345
Cl[C:2]([CH:4]([CH2:16][CH2:17][CH2:18][CH:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:3].[NH3:29]>O.CCOCC>[C:2]([CH:4]([CH2:16][CH2:17][CH2:18][CH:19]([O:25][C:26](=[O:28])[CH3:27])[CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])(=[O:3])[NH2:29]

Komponenten

5

Edukt 2

HCID 222AmmoniaHCID 20322197Ethyl 12-(acetyloxy)-8-(chlorocarbonyl)heptadecanoate

Produkt 1

HCID 21401682HCID 21401682, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Ethyl 8-chlorocarbonyl-12-acetoxyheptadecanoate (8.38 g.; 0.02 mole) is added with stirring to a 28% solution of ammonia in water (concentrated ammonium hydroxide) (75 ml.). The amide forms at once and separates as a semi-solid. It is dissolved in ether, washed with water and dried over sodium sulfate. The ether is removed under vacuum to give the title compound as a semi-solid, yield 6.8 g. The product is purified by column chromatography on silica gel with 2% methanol in chloroform as eluant; pmr (CDCl3)δ 0.88 (3H,t), 2.02 (3H,s CH3COO), 4.12 (2H,q), 4.85 (1H,m HCO), 5.98 (2H,s NH2).

Aufarbeitung

  1. washwashed with water
  2. dry with materialdried over sodium sulfate
  3. customThe ether is removed under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-e5573b99044045e6bd5ad1db674905fc
Quelldatensatz
uspto-grants-1977_10
Patentnummer
US04055597

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