Reaction #1929022

Reaction equation

Benzoyl chloride

3-Nitrophenol

triethylamine

water

→

3-nitrophenyl benzoate

Yield 90.3%

Solvents

dichloromethane

Conditions

Workup

1. 1
   workup.STIRRINGthe resulting solution was shaken at room temperature until full conversion
2. 2
   DryingThe organic phase was dried over magnesium sulfate
3. 3
   Filtrationfiltered
4. 4
   Otherthe solvent was removed under reduced pressure

Procedure

3-Nitrophenol (1.716 g, 12.346 mmol) and triethylamine (1.6 mL, 12.346 mmol) were dissolved in 50 mL of dichloromethane. The solution was shaken 30 minutes at room temperature. Benzoyl chloride (1.43 mL, 12.346 mmol) was added drop by drop and the resulting solution was shaken at room temperature until full conversion as determined by thin-layer chromatography. Carbonated water (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 2.7080 g of a white solid corresponding to 3-nitrophenyl benzoate (11.144 mmol, yield=90%).

Source