Reaktion #2115

ord-84fabc66583e43db913aa7d98ea5cb07

Reaktionsgleichung

CCOCn1cnc2c1c(=O)[nH]c(=O)n2C
7-ethoxymethyl-3-methylxanthine
CCOP(=O)(CCCCCl)OCC
diethyl 4-chlorobutane-phosphonate
O=C([O-])[O-].[K+].[K+]
potassium carbonate
→
CCOCn1cnc2c1c(=O)n(CCCCP(=O)(OCC)OCC)c(=O)n2C
Diethyl [4-(7-ethoxymethyl-3-methylxanthin-1-yl)butyl]phosphonate

Edukte

CCOCn1cnc2c1c(=O)[nH]c(=O)n2C
7-ethoxymethyl-3-methylxanthine
CCOP(=O)(CCCCCl)OCC
diethyl 4-chlorobutane-phosphonate
O=C([O-])[O-].[K+].[K+]
potassium carbonate

Reagenzien

Keine

Lösungsmittel

CN(C)C=O
DMF

Reaktionsbedingungen

Temperatur
70°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered
  2. 2
    Einengenthe filtrate was concentrated under reduced pressure
  3. 3
    Filtrationfiltered again
  4. 4
    Sonstigecrystallized from diisopropyl ether

Vorschrift

44.8 g (0.2 mol) of 7-ethoxymethyl-3-methylxanthine were suspended in 500 ml of DMF, treated with 55 g (0.24 mol) of diethyl 4-chlorobutane-phosphonate and 50 g (0.32 mol) of activated potassium carbonate and heated at 70° C. for 4 hours and filtered, the filtrate was concentrated under reduced pressure and the oily residue which remained was taken up in ethyl acetate. filtered again and crystallized from diisopropyl ether.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05728686uspto-grants-1998_03