2,6-Lutidine → HCID 86125527, Verbindung

HRID 853645Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 853645
[CH3:1][O:2][P:3]([CH2:7][CH2:8]O)(=[O:6])[O:4][CH3:5].N1C(C)=CC=CC=1C.[F:18][C:19]([F:32])([F:31])[S:20]([O:23]S(C(F)(F)F)(=O)=O)(=[O:22])=[O:21]>ClCCl>[CH3:1][O:2][P:3]([CH:7]([O:23][S:20]([C:19]([F:32])([F:31])[F:18])(=[O:22])=[O:21])[CH3:8])([O:4][CH3:5])=[O:6]

Komponenten

5

Edukt 3

HCID 79372,6-LutidineHCID 67749Trifluoromethanesulfonic anhydrideHCID 2733833Dimethyl (2-hydroxyethyl)phosphonate

Produkt 1

HCID 86125527HCID 86125527, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Reaktionsbedingungen

Temperatur
-40 °C

Versuchsvorschrift

To a solution of (2-hydroxy-ethyl)-phosphonic acid dimethyl ester (0.250 g, 1.62 mmol) in dichloromethane (4 mL) was added 2,6-lutidine (0.284 mL, 2.44 mmol). The reaction mixture was cooled to −40° C. and trifluoromethanesulfonic anhydride (0.355 mL, 2.11 mmol) was added. The mixture stirred in the cold bath under an inert atmosphere for 2 hours at which point the reaction was completed as shown by 31P NMR (CDCl3) δ 25.7. The mixture was partitioned between dichloromethane and water both cooled by an ice-water bath. The organic phase was washed with brine, dried (MgSO4), and concentrated in vacuo to afford trifluoromethanesulfonic acid dimethoxy-phosphoryl-2-ethyl ester 185 as an oil which was immediately carried forward with no further purification or characterization.

Aufarbeitung

  1. customThe mixture was partitioned between dichloromethane and water
  2. temperatureboth cooled by an ice-water bath
  3. washThe organic phase was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9e6cfb62fc414487a05defc5b910e1c5
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07253180B2

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