Diethyl Ether → 2-Ethoxy-4,6-difluorobenzaldehyde

HRID 594276Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 594276
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([OH:11])[C:3]=1[CH:4]=[O:5].I[CH2:13][CH3:14].C([O-])([O-])=O.[K+].[K+].CCOCC>CN(C=O)C.O>[CH2:13]([O:11][C:6]1[CH:7]=[C:8]([F:10])[CH:9]=[C:2]([F:1])[C:3]=1[CH:4]=[O:5])[CH3:14]

Komponenten

7

Edukt 4

HCID 3283Diethyl EtherHCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 225079192,4-Difluoro-6-hydroxybenzaldehyde

Produkt 1

HCID 866956172-Ethoxy-4,6-difluorobenzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A mixture of 2,4-difluoro-6-hydroxybenzaldehyde (4.340 g; 27.50 mmol), iodoethane (8.562 g; 54.90 mmol), and K2CO3 (4.553 g; 32.90 mmol) in anh. DMF (75 ml) was heated to 80° C., under nitrogen, for 45 min. Et2O and water were added, and the organic layer was further washed with brine, dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure affording 2-ethoxy-4,6-difluorobenzaldehyde as an orange solid. LC-MS (conditions A): tR=0.70 min.; [M+H]+: 187.39 g/mol.

Aufarbeitung

  1. washthe organic layer was further washed with brine
  2. dry with materialdried over anh. MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated to dryness under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-21e24afd06da4e7ea3e5aa6c63e773b2
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09242970B2

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