반응 #164837

반응 방정식

4-Fluorobenzaldehyde

acetone

sodium hydroxide

water

→

yellow solid

수율 86.7%

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

수율 86.7%

용매

ethanol

반응 조건

후처리

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

실험 절차

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.

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