Reacción #164960

ord-690cfddb185f40c684a316981e0b9889

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe reaction mixture was heated
  2. 2
    Temperaturato reflux for 3.5 hours
  3. 3
    OtroSolvent was removed under reduced pressure
  4. 4
    workup.ADDITIONthe liquid residue was pH adjusted to 2.0 by addition of 2N aqueous HCl solution
  5. 5
    ExtracciónThe mixture was extracted with ethyl acetate
  6. 6
    Secadothe combined ethyl acetate layers were dried over anhydrous Na2SO4
  7. 7
    Concentraciónconcentrated in vacuo

Procedimiento

To a stirred solution of 4′-methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid methyl ester (1 mmol, 308 mg) in 10 ml of THF was added a solution of LiOH.H2O (5 mmol, 210 mg) in 2 mL of water. The reaction mixture was heated to reflux for 3.5 hours and then cooled to room temperature. Solvent was removed under reduced pressure and the liquid residue was pH adjusted to 2.0 by addition of 2N aqueous HCl solution. The mixture was extracted with ethyl acetate and the combined ethyl acetate layers were dried over anhydrous Na2SO4 and concentrated in vacuo to give 4′-methyl-5-(5-methyl-tetrazol-1-yl)-biphenyl-3-carboxylic acid as white solid (279 mg, 95% yield).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08841336B2uspto-grants-2014_09