Reaction #1810824

Reaction equation

4-(4-trifluoromethyl-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester

trifluoroacetic acid

→

title compound

4-(4-Trifluoromethyl-phenyl)-1,2,3,6-tetrahydro-pyridine

Solvents

dichloromethane

Conditions

Workup

1. 1
   Concentrationthen concentrated
2. 2
   workup.ADDITIONtreated with water/NaOH
3. 3
   Extractionextracted with dichloromethane
4. 4
   WashThe combined organic phases were washed with saturated NaCl
5. 5
   Dryingdried with MgSO4
6. 6
   Otherevaporated

Procedure

A mixture of 0.52 mmol 4-(4-trifluoromethyl-phenyl)-3,6-dihydro-2H-pyridine-1-carboxylic acid tert-butyl ester in 2 ml dichloromethane was treated with 0.2 ml trifluoroacetic acid. The mixture was stirred at 40° C. for 3 hrs then concentrated and treated with water/NaOH and extracted with dichloromethane. The combined organic phases were washed with saturated NaCl, dried with MgSO4 and evaporated to yield the title compound. MS (m/e): 228.3 (MH+, 100%)

Source