تفاعل #164837

معادلة التفاعل

4-Fluorobenzaldehyde

acetone

sodium hydroxide

water

→

yellow solid

المردود 86.7%

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

المردود 86.7%

المذيبات

ethanol

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر