Reaction #417926

Reaction equation

sodium hydroxide

33

methyl 4-(undec-4Z-enyloxy)benzoate

→

white solid

Yield 98.1%

4-(undec-4Z-enyloxy)benzoic acid

Yield 98.1%

Solvents

methanol

Conditions

Workup

1. 1
   TemperatureThe solution is refluxed for 20 hours
2. 2
   OtherAfter evaporating off the solvent
3. 3
   Extractionextracted with DCM

Procedure

550 μL of 1 N sodium hydroxide solution (550 μmol) are added portionwise to 109 mg of 33 (358 μmol) in methanol (4 mL). The solution is refluxed for 20 hours. After evaporating off the solvent, the reaction medium is acidified with 0.5 N HCl and extracted with DCM. 102 mg of a white solid are obtained, i.e. a yield of 98%.

Source