2,6-Lutidine → (Diethoxyphosphoryl)methyl trifluoromethanesulfonate

HRID 1807437Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1807437
[CH2:1]([O:3][P:4]([CH2:9]CO)(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].N1C(C)=CC=CC=1C.[F:20][C:21]([F:34])([F:33])[S:22]([O:25]S(C(F)(F)F)(=O)=O)(=[O:24])=[O:23]>ClCCl.C(OCC)C>[F:20][C:21]([F:34])([F:33])[S:22]([O:25][CH2:9][P:4]([O:3][CH2:1][CH3:2])([O:5][CH2:6][CH3:7])=[O:8])(=[O:24])=[O:23]

Komponenten

6

Edukt 3

HCID 79372,6-LutidineHCID 67749Trifluoromethanesulfonic anhydrideHCID 312225Diethyl (2-hydroxyethyl)phosphonate

Produkt 1

HCID 11833487(Diethoxyphosphoryl)methyl trifluoromethanesulfonate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6344DichloromethaneLösungsmittel2×

Reaktionsbedingungen

Temperatur
-50 °C

Versuchsvorschrift

5.01 ml diethyl-(hydroxyethyl)-phosphonate are dissolved in 50 ml dichloromethane, combined with 4.42 ml of 2,6-lutidine and cooled to −50° C. Then a solution of 6 ml trifluoromethanesulphonic acid anhydride in 10 ml dichloromethane is slowly added dropwise. The mixture is allowed to come up to 0° C. within 1.5 hours and then diluted with 300 ml of cold diethyl ether. The precipitated solids are filtered off and the filtrate is washed twice with ice water, once with 1 N hydrochloric acid and once with saturated sodium chloride solution. After drying with sodium sulphate the solvents are eliminated in vacuo.

Aufarbeitung

  1. filtrationThe precipitated solids are filtered off
  2. washthe filtrate is washed twice with ice water, once with 1 N hydrochloric acid and once with saturated sodium chloride solution
  3. dry with materialAfter drying with sodium sulphate the solvents

Quellen und Nachweise

ORD-Eintrag
ord-4ffe84da72c1410a808b28b05147dac5
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08357689B2

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