Triethylamine → 1-n-Hexadecyloxycarbonyloxy-1-methyl-2-acetylethene

HRID 1252515

Reaktionsgleichung

Reaktionsgleichung von HRID 1252515
Cl[C:2]([O: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][CH2:17][CH2:18][CH2:19][CH3:20])=[O:3].[C:21]([CH2:24][C:25](=[O:27])[CH3:26])(=[O:23])[CH3:22].C(N(CC)CC)C>C(OCC)C>[CH2:5]([O:4][C:2]([O:27][C:25]([CH3:26])=[CH:24][C:21](=[O:23])[CH3:22])=[O:3])[CH2:6][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][CH3:20]

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 31261AcetylacetoneHCID 97633Cetyl chloroformate

Produkt 1

HCID 543845731-n-Hexadecyloxycarbonyloxy-1-methyl-2-acetylethene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

30.4 g (0.1 mole) of n-hexadecyl chloroformate, 15 g (0.15 mole) of acetylacetone and 80 ml of diethyl ether are charged to a 250 ml flask. Then a solution of 11 g (0.11 mole) of triethylamine in 20 ml of diethyl ether is added, with stirring, at a temperature below 10° C. over 25 minutes. The mixture is warmed to room temperature and allowed to stand for 2 days. The precipitate is isolated by filtration and washed with diethyl ether. The residue is triethylamine hydrochloride (13.8 g; theory: 13.8 g). The filtrate is washed twice with water and then dried over Na2SO4. First the solution is concentrated by rotary evaporation and then the residual acetylacetone and the dietyl ether are distilled off with an oil pump, to give colourless crystals with a melting point of 33°-35° C.

Aufarbeitung

  1. waitto stand for 2 days
  2. customThe precipitate is isolated by filtration
  3. washwashed with diethyl ether
  4. washThe filtrate is washed twice with water
  5. dry with materialdried over Na2SO4
  6. concentrationFirst the solution is concentrated by rotary evaporation
  7. distillationthe residual acetylacetone and the dietyl ether are distilled off with an oil pump
  8. customto give colourless crystals with a melting point of 33°-35° C.

Quellen und Nachweise

ORD-Eintrag
ord-6721c8bbdf784479a4b879373692b456
Quelldatensatz
uspto-grants-1988_05
Patentnummer
US04743640

Verknüpfte Notizen

Wird geladen…