反応 #164837

反応方程式

4-Fluorobenzaldehyde

acetone

sodium hydroxide

water

→

yellow solid

収率 86.7%

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

収率 86.7%

溶媒

ethanol

反応条件

後処理

1. 1
   workup.STIRRINGthe mixture stirred for 18 hr at room temperature
2. 2
   ろ過The resulting precipitate was filtered
3. 3
   その他recrystallized from ethanol

実験手順

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.

出典