(2-Methoxyethoxy)acetic acid → 2-(2-Methoxyethoxy)acetyl chloride

HRID 263796

Reaktionsgleichung

Reaktionsgleichung von HRID 263796
[C:1]([Cl:6])(=[O:5])[C:2](Cl)=[O:3].[CH3:7][O:8][CH2:9][CH2:10]OCC(O)=O>CN(C=O)C.C(Cl)Cl>[CH3:7][O:8][CH2:9][CH2:10][O:3][CH2:2][C:1]([Cl:6])=[O:5]

Komponenten

5

Edukt 2

HCID 27642(2-Methoxyethoxy)acetic acidHCID 65578Oxalyl chloride

Produkt 1

HCID 70103382-(2-Methoxyethoxy)acetyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideKatalysatorHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Under a nitrogen atmosphere, 2.56 ml (29.8 mmol) of oxalyl chloride and 2 drops of DMF are added to 1.69 ml (14.9 mmol) of 2-(2-methoxyethoxy)-acetic acid (Fluka; Buchs/Switzerland) in 75 ml of methylene chloride. After 17 h at RT, the reaction mixture is carefully concentrated by evaporation in a RE with the exclusion of moisture. A 1H-NMR spectrum of the residue exhibits the signals of the title compound in addition to signals of ≈40% solvent (especially methylene chloride): 1H-NMR (200 MHz, CDCl3): 3.37 (s, MeO), 3.58 and 3.77 (2d, J=5 Hz, CH2 --CH2), 4.48 (s, CH2). That mixture is used above.

Aufarbeitung

  1. concentrationthe reaction mixture is carefully concentrated by evaporation in a RE with the exclusion of moisture
  2. additionin addition to signals of ≈40% solvent (especially methylene chloride): 1H-NMR (200 MHz, CDCl3): 3.37 (s, MeO), 3.58 and 3.77 (2d, J=5 Hz, CH2 --CH2), 4.48 (s, CH2)

Quellen und Nachweise

ORD-Eintrag
ord-01041503d27b4a1eb04f1969713ff956
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05643878

Verknüpfte Notizen

Wird geladen…