tert-Butyl 4-(3-carbamoylpropyl)piperidine-1-carboxylate → 4-(Piperidin-4-yl)butanamide
Reaction equation
[C:1]([CH2:4][CH2:5][CH2:6][CH:7]1[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]1)(=[O:3])[NH2:2]>FC(F)(F)C(O)=O>[NH:10]1[CH2:11][CH2:12][CH:7]([CH2:6][CH2:5][CH2:4][C:1]([NH2:2])=[O:3])[CH2:8][CH2:9]1Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
tert-Butyl 4-(3-carbamoylpropyl)piperidine-1-carboxylate (0.38 g, 1.4 mmol, Production example 44-1) was dissolved in trifluoroacetic acid (2 ml) and the reaction mixture was stirred at room temperature for 20 minutes. The reaction mixture was concentrated under reduced pressure and then azeotropically distilled with toluene. The residue was partitioned between tetrahydrofuran and a saturated aqueous solution of sodium hydrogencarbonate; and the organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure; and the residue was purified by silica gel chromatography (Fuji Silysia NH, ethyl acetate-methanol system) to yield the title compound (0.55 g, quantitative) as pale yellow oil.