Reacción #66942

Ecuación de reacción

4-Hydroxybenzaldehyde

acetone

→

pale yellow solid

Rendimiento 70.4%

4-(4-Hydroxyphenyl)-3-buten-2-one

Rendimiento 70.4%

Disolventes

sodium hydroxide

sodium hydroxide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 6 hr at room temperature
2. 2
   Otroseparated solid
3. 3
   workup.ADDITIONdiluted with water until all separated solid
4. 4
   workup.DISSOLUTIONdissolved
5. 5
   FiltraciónThe precipitated solid was collected by filtration
6. 6
   Lavadowashed with water and ethanol successively
7. 7
   OtroThe crude product was recrystallized from ethanol

Procedimiento

4-Hydroxybenzaldehyde (10 g, 82 mmol) was dissolved in 28 ml of 10% sodium hydroxide aqueous solution, then acetone (20 ml) and 10% sodium hydroxide aqueous solution (40 ml) was added under stirring, and the reaction mixture was stirred for 6 hr at room temperature. separated solid diluted with water until all separated solid dissolved. The reaction mixture was neutralized with hydrochloric acid to pH=7.0. The precipitated solid was collected by filtration and washed with water and ethanol successively. The crude product was recrystallized from ethanol to give 9.3 g of a pale yellow solid, mp: 104-105° C., yield: 70.4%.

Fuente