Reaction #640604

Reaction equation

5-acetyl-4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester

hydrochloric acid

→

4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester hydrochloride

Solvents

EtOH

water

Conditions

Workup

1. 1
   TemperatureAfter two hours' heating
2. 2
   Temperaturewith refluxing
3. 3
   Otherthe solution was evaporated
4. 4
   workup.ADDITIONintroduced into 500 mL of cooled EtOAc (ice bath)
5. 5
   OtherThe resultant precipitate was separated
6. 6
   Otherdried under a vacuum

Procedure

31.1 g (130 mmol) of 5-acetyl-4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester (C) were dissolved in 30 mL of EtOH and combined at RT with 30 mL (260 mmol) of 32% (weight percent) hydrochloric acid solution in water. After two hours' heating with refluxing, the solution was evaporated and introduced into 500 mL of cooled EtOAc (ice bath). The resultant precipitate was separated and dried under a vacuum. 8.13 g (27% of theoretical) of the desired product 4,5,6,7-tetrahydro-isoxazolo[4,5-c]pyridine-3-carboxylic acid ethyl ester hydrochloride (D) were obtained.

Source