Reacción #2025288

ord-e40f3d195d574b8fa83705ca01b86875

Ecuación de reacción

CCCOC(C)CCc1ccc(-c2ccc(OC(C)=O)cc2)cc1
(-)-4-acetoxy-4'-(3-propoxybutyl)biphenyl
[Na+].[OH-]
NaOH
Cl
hydrochloric acid
CCCOC(C)CCc1ccc(-c2ccc(O)cc2)cc1
4-hydroxy-4'-(3-propoxybutyl)biphenyl
Rendimiento 101.5%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONadded
  2. 2
    OtroAfter completion of the reaction
  3. 3
    workup.ADDITIONfurther added
  4. 4
    Extracciónwith 100 ml of ethyl acetate, and thereafter subjected to extraction treatment
  5. 5
    Lavadowashed
  6. 6
    Concentraciónconcentrated under a reduced pressure

Procedimiento

2.6 g (8 mM) of the thus-obtained (-)-4-acetoxy-4'-(3-propoxybutyl)biphenyl was dissolved in 50 ml of methanol, added thereto with 10 ml of 20% NaOH aqueous solution, and then stirred at room temperature for 2 hrs. After completion of the reaction, the reaction mixture was made to pH 2-3 by adding 1N hydrochloric acid, and then further added thereto with 100 ml of ethyl acetate, and thereafter subjected to extraction treatment. The resulting organic layer was water-washed, and then concentrated under a reduced pressure to obtain 2.3 g of 4-hydroxy-4'-(3-propoxybutyl)biphenyl (V-47) with 100% yield

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05693251uspto-grants-1997_12