Reaktion #60532

Reaktionsgleichung

4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester

trifluoroacetic acid

→

title compound

Ausbeute 101.1%

4-[2-(3,3,5,5-Tetramethylcyclohexyl)phenyl]-1,2,3,6-tetrahydropyridine

Ausbeute 101.1%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction mixture was concentrated under reduced pressure, saturated aqueous solution of sodium hydrogencarbonate
2. 2
   workup.ADDITIONwas added to the obtained residue, and extraction
3. 3
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
4. 4
   Einengenthe filtrate was concentrated under reduced pressure
5. 5
   SonstigeThe resultant residue was purified by silica gel column chromatography (ethyl acetate/heptane)

Vorschrift

To a solution of 4-[2-(3,3,5,5-tetramethylcyclohexyl)phenyl]-3,6-dihydro-2H-pyridine-1-carboxylic acid t-butyl ester (570 mg, 1.43 mmol) produced in Example (102d) in dichloromethane (5 mL) was added trifluoroacetic acid (5 mL), followed by stirring for 30 minutes at room temperature. The reaction mixture was concentrated under reduced pressure, saturated aqueous solution of sodium hydrogencarbonate was added to the obtained residue, and extraction was performed with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and then the filtrate was concentrated under reduced pressure. The resultant residue was purified by silica gel column chromatography (ethyl acetate/heptane) to give 430 mg of the title compound as a light yellow oil.

Quelle