Reacción #595333

ord-5970614c3a9c4a1f96ec574ef8d59127

Ecuación de reacción

O=Cc1ccc(O)c(F)c1
3-fluoro-4-hydroxybenzaldehyde
OCCBr
2-bromoethanol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
O=Cc1ccc(OCCO)c(F)c1
3-Fluoro-4-(2-hydroxyethoxy)benzaldehyde

Disolventes

Condiciones de reacción

Temperatura
150°CELSIUS
Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    FiltraciónThe mixture is then filtered
  2. 2
    Otrothe filtrate is freed from the solvent on a rotary evaporator
  3. 3
    workup.ADDITION20 ml of sat. aqueous sodium bicarbonate solution are added
  4. 4
    OtroThe phases are separated
  5. 5
    Secadothe organic phase is dried over magnesium sulfate
  6. 6
    OtroThe solvent is removed on a rotary evaporator
  7. 7
    OtroThe product obtained
  8. 8
    Otrois used without further purification in the subsequent reaction

Procedimiento

5.00 g (35.69 mmol) of 3-fluoro-4-hydroxybenzaldehyde are dissolved in 50 ml of dry DMF. 5.35 g (42.82 mmol) of 2-bromoethanol and 19.73 g (142.74 mmol) of potassium carbonate are added. The reaction mixture is stirred at 150° C. for 10 h. The mixture is then filtered, and the filtrate is freed from the solvent on a rotary evaporator. The residue is taken up in 30 ml of ethyl acetate, and 20 ml of sat. aqueous sodium bicarbonate solution are added. The phases are separated and the organic phase is dried over magnesium sulfate. The solvent is removed on a rotary evaporator. The product obtained is used without further purification in the subsequent reaction.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09095582B2uspto-grants-2015_08