Reaction #2439923

Reaction equation

2-phenyl-6-(acetoxymethyl)-pyridine

→

2-phenyl-6-(hydroxymethyl)-pyridine

Yield 81.0%

Solvents

HCl

Conditions

Workup

1. 1
   Temperaturethe mixture was heated
2. 2
   Temperatureat reflux temperature
3. 3
   ConcentrationAfter 30 minutes the reaction mixture was concentrated with the aid of an oil pump (10 mm) at 40° C.
4. 4
   workup.ADDITIONCH3CN was added
5. 5
   Otherthe mixture was evaporated to dryness in vacuo

Procedure

4.5 g of 2-phenyl-6-(acetoxymethyl)-pyridine (20 mmol) was treated with an aqueous HCl solution (15%, 10 ml) and the mixture was heated at reflux temperature while stirring. After 30 minutes the reaction mixture was concentrated with the aid of an oil pump (10 mm) at 40° C., CH3CN was added, and the mixture was evaporated to dryness in vacuo and yielded 2-phenyl-6-(hydroxymethyl)-pyridine (3.0 g, 80%) as an oil.

Source