Reaction #4026

Reaction equation

sodium hydroxide

3-hydroxy-3-(2-methyl-5-pyridyl)-propionic acid ethyl ester

acetic anhydride

pyridine

→

3-acetoxy-3-(2-methyl-5-pyridyl)-propionic acid ethyl ester

Yield 90.4%

Conditions

Workup

1. 1
   Extractionextracted twice
2. 2
   OtherThe organic extracts were evaporated

Procedure

4.3 g (0.021 mol) of 3-hydroxy-3-(2-methyl-5-pyridyl)-propionic acid ethyl ester, 3.0 g (0.03 mol) of acetic anhydride, 2.7 g (0.034 mol) of pyridine and 0.17 g (0.0017 mol) of 4-dimethylaminopyridine were stirred at 0° C. for 24 hours. The solution was mixed with 25 ml of 5 percent sodium hydroxide solution and extracted twice, each time with 25 ml of methylene chloride. The organic extracts were evaporated; the residue (4.7 g) contained 3-acetoxy-3-(2-methyl-5-pyridyl)-propionic acid ethyl ester (yield 90.4 percent).

Source