Reacción #1929024

Ecuación de reacción

sodium carbonate

triethylamine

Benzoyl chloride

→

4-(hydroxymethyl)phenyl benzoate

Rendimiento 80.0%

Disolventes

dichloromethane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe resulting solution was shaken at 0° C. for 5 hours
2. 2
   SecadoThe organic phase was dried over magnesium sulfate
3. 3
   Filtraciónfiltered
4. 4
   Otrothe solvent was removed under reduced pressure
5. 5
   Otrothus affording a yellowish solid
6. 6
   Otrothat upon recrystallization from cyclohexane

Procedimiento

4-(Hydroxymethyll)phenol (1.087 g, 8.77 mmol) and triethylamine (1.3 mL, 8.77 mmol) were dissolved in 25 mL of dichloromethane. The solution was shaken at 0° C. for 30 minutes. Benzoyl chloride (1 mL, 8.77 mmol) was added drop by drop and the resulting solution was shaken at 0° C. for 5 hours. Saturated aqueous solution of sodium carbonate (20 mL) was added three times. The organic phase was dried over magnesium sulfate, filtered, and the solvent was removed under reduced pressure, thus affording a yellowish solid that upon recrystallization from cyclohexane provided 1.600 g (70.16 mmol, yield=80%) of 4-(hydroxymethyl)phenyl benzoate.

Fuente