Reacción #164837

Ecuación de reacción

4-Fluorobenzaldehyde

acetone

sodium hydroxide

water

→

yellow solid

Rendimiento 86.7%

1,5-Bis(4-fluorophenyl)-1,4-pentadien-3-one

Rendimiento 86.7%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture stirred for 18 hr at room temperature
2. 2
   FiltraciónThe resulting precipitate was filtered
3. 3
   Otrorecrystallized from ethanol

Procedimiento

4-Fluorobenzaldehyde (1r, 0.75 ml, 7.0 mmol) and acetone (19, 0.26 ml, 3.5 mmol) were combined in ethanol (30 ml) and stirred for 10 min at room temperature. A solution of sodium hydroxide (0.50 g, 12.5 mmol) and water (20 ml) was added and the mixture stirred for 18 hr at room temperature. The resulting precipitate was filtered and recrystallized from ethanol to afford 0.82 g (86%) of a yellow solid: mp 150-152° C. [expected mp 152-154° C.]; 1H NMR: δ 6.97 (d, 2H, J=15.9 Hz), 7.09 (m, 4H), 7.58 (m, 4H), 7.68 (d, 2H, J=15.9 Hz); 13C NMR: δ 116.1, 1125.1, 130.2, 130.9, 142.0, 164.0, 188.3.

Fuente