Reaktion #1929024

Reaktionsgleichung

sodium carbonate

triethylamine

Benzoyl chloride

→

4-(hydroxymethyl)phenyl benzoate

Ausbeute 80.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle