Reaction #1244247

Reaction equation

propanoyl chloride

4-Phenylazophenol

triethylamine

→

product

Yield 72.0%

Propionic acid 4-phenylazo-phenyl ester

Yield 72.0%

Solvents

ether

ether

Conditions

Workup

1. 1
   Otherreaction
2. 2
   WashThe reaction mixture was washed with water
3. 3
   workup.ADDITIONdilute acid and brine
4. 4
   Dryingdried with magnesium sulfate
5. 5
   OtherThe solvent was evaporated

Procedure

4-Phenylazophenol (0.25 g, 1.26 mmoles) was dissolved in ether (5-10 mL) and triethylamine (0.26 mL) was added. Then propanoyl chloride (0.14 g 1.5 mmoles) in ether (1 mL) was added dropwise at room temperature. The mixture was stirred and reaction was rapidly completed. The reaction mixture was washed with water, dilute acid and brine and dried with magnesium sulfate. The solvent was evaporated to give 0.23 g (72%) of product. 1H NMR (CDCl3) δ=1.16 (3H, t, J=7.7), 2.40 (2H, q J=7.7), 7.25 (2H, m), 7.40-7.58 (3H, m), 7.88-8.0 (4H, m) ppm.

Source