Reaction #417922

Reaction equation

sodium hydroxide

25

methyl 3-(undec-4-ynyloxy)benzoate

→

pale yellow oil

Yield 99.4%

3-(undec-4-ynyloxy)benzoic acid

Yield 99.4%

Solvents

methanol

Conditions

Workup

1. 1
   TemperatureThe solution is refluxed for 1 hour 30 minutes
2. 2
   OtherAfter evaporating off the solvent
3. 3
   Extractionextracted with DCM

Procedure

300 μL of 1 N sodium hydroxide solution (300 μmol) are added portionwise to 48 mg of 25 (157 μmol) in methanol (2 mL). The solution is refluxed for 1 hour 30 minutes. After evaporating off the solvent, the reaction medium is acidified with 0.5 N HCl and extracted with DCM. 45 mg of a pale yellow oil are obtained, i.e. a yield of 99%.

Source