Réaction #1929024

Équation de réaction

sodium carbonate

triethylamine

Benzoyl chloride

→

4-(hydroxymethyl)phenyl benzoate

Rendement 80.0%

Solvants

dichloromethane

Conditions de réaction

Traitement

1. 1
   workup.STIRRINGthe resulting solution was shaken at 0° C. for 5 hours
2. 2
   SéchageThe organic phase was dried over magnesium sulfate
3. 3
   Filtrationfiltered
4. 4
   Autrethe solvent was removed under reduced pressure
5. 5
   Autrethus affording a yellowish solid
6. 6
   Autrethat upon recrystallization from cyclohexane

Mode opératoire

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.

Source