Reaktion #164837

Reaktionsgleichung

4-Fluorobenzaldehyde

acetone

sodium hydroxide

water

→

yellow solid

Ausbeute 86.7%

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

Ausbeute 86.7%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle