Carbonic acid, monomethyl ester, magnesium salt (2:1) → HCID 54275300, Verbindung

HRID 438019

Reaktionsgleichung

Reaktionsgleichung von HRID 438019
[C:1](=[O:5])([O-:4])OC.[Mg+2].COC(=O)[O-].[CH3:12][C:13]([C:15]1[S: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[S:16][C:15]([C:13]([CH2:12][C:1]([OH:4])=[O:5])=[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

Edukt 2

HCID 167017Carbonic acid, monomethyl ester, magnesium salt (2:1)HCID 214275211-[5-(Tetradecyloxy)thiophen-2-yl]ethan-1-one

Produkt 1

HCID 54275300HCID 54275300, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A mixture of magnesium methyl carbonate and dimethylformamide (300 g of a 2.0mM/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 33.8 g (0.100 mole) of 5-(tetradecyloxy)-2-thienyl 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 at room temperature under carbon dioxide flushing after which it is poured slowly into 3 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 5-tetradecyloxythen-2-oylacetic 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 at room temperature under carbon dioxide flushing after which it
  4. additionis poured slowly into 3 liters of concentrated HCl-ice (1:1) with vigorous stirring
  5. customthe precipitate is collected
  6. washwashed with cold water
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-895bb4a93b274cae807a6b1424eb3bc7
Quelldatensatz
uspto-grants-1977_06
Patentnummer
US04032647

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