Iodoethane → 4-Bromo-2-ethoxy-1-fluorobenzene

HRID 1438125Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1438125
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:9])=[C:6]([OH:8])[CH:7]=1.C([O-])([O-])=O.[K+].[K+].[CH2:16](I)[CH3:17]>CN(C=O)C.CCOCC>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([F:9])=[C:6]([O:8][CH2:16][CH3:17])[CH:7]=1

Komponenten

6

Edukt 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 183421Phenol, 5-bromo-2-fluoro-

Produkt 1

HCID 598380294-Bromo-2-ethoxy-1-fluorobenzeneAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 23A (4.4 g, 23 mmol) and K2CO3 (6.4 g, 46 mmol) in DMF (30 mL) was added ethyl iodide (2.49 mL, 31 mmol) at rt. The mixture was heated at 50° C. for 2.0 h. After cooling to rt, it was diluted with ether, washed with water and brine, dried over MgSO4. The crude residue was purified by flash column chromatography (EtOAc:hexanes=1:5) to give 3.86 g (77%) of 32A as viscous oil.

Aufarbeitung

  1. temperatureAfter cooling to rt
  2. washwashed with water and brine
  3. dry with materialdried over MgSO4
  4. customThe crude residue was purified by flash column chromatography (EtOAc:hexanes=1:5)

Quellen und Nachweise

ORD-Eintrag
ord-dd3078caffc943e2a59307bc40a38cb4
Quelldatensatz
uspto-grants-2009_11
Patentnummer
US07622585B2

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