Rmi 15731 → 2-[5-(Tetradecyloxy)-2-furoyl]acetic acid

HRID 1974169

Reaktionsgleichung

Reaktionsgleichung von HRID 1974169
[C:1](=O)([O-:4])[O:2]C.[Mg+2].COC(=O)[O-].[CH3:12][C:13]([C:15]1[O:16][C:17]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])=[CH:18][CH:19]=1)=[O:14]>CN(C)C=O>[CH2:21]([O:20][C:17]1[O:16][C:15]([C:13]([CH2:12][C:1]([OH:4])=[O:2])=[O:14])=[CH:19][CH:18]=1)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34]

Komponenten

4

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of magnesium methyl carbonate in dimethyl formamide (300 g of a 2.0 mM/g solution) is heated in a 120° C oil bath with stirring under carbon dioxide flushing for 1/2 hour. To this mixture is added 32.3 g (0.100 mole) of 5-(tetradecyloxy)-2-furyl methyl ketone, and the oil bath temperature is raised to 130° C to 150° C. Dry nitrogen is flushed through the mixture for 5 hours. The mixture is allowed to cool to room temperature under carbon dioxide flushing after which it is poured slowly into 2 liters of concentrated HCl-ice (1:1) with vigorous stirring. When the evolution of gas is complete the precipitate is collected and washed with cold water, then dried to give 2-[5-(tetradecyloxy)-2-furoyl]acetic acid.

Aufarbeitung

  1. temperaturethe oil bath temperature is raised to 130° C to 150° C
  2. customDry nitrogen is flushed through the mixture for 5 hours
  3. temperatureto cool to room temperature under carbon dioxide flushing after which it
  4. additionis poured slowly into 2 liters of concentrated HCl-ice (1:1) with vigorous stirring
  5. customis collected
  6. washwashed with cold water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-f259936cb63541eca807b5877fdc3ddf
Quelldatensatz
uspto-grants-1976_12
Patentnummer
US04000164

Verknüpfte Notizen

Wird geladen…