Ammonia → 1-(Pyridin-2-yl)piperidin-4-one

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:16][CH2:15][C:10]2(OCC[O:11]2)[CH2:9][CH2:8]1.S(=O)(=O)(O)O.N>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[N:7]1[CH2:8][CH2:9][C:10](=[O:11])[CH2:15][CH2:16]1

Participants

Reactant 3

HCID 222Ammonia

HCID 1118Sulfuric Acid

HCID 120337658-(2-Pyridinyl)-1,4-dioxa-8-azaspiro[4.5]decane

Product 1

HCID 183483911-(Pyridin-2-yl)piperidin-4-oneYield 83.4%

Procedure

A solution of 8-(2-pyridinyl)-1,4-dioxa-8-azaspiro[4.5]decane (23 g, 0.1 mol) (preparation 36) in 10% w/v sulphuric acid was stirred at room temperature for 8 hr. The reaction mixture was cooled in ice and then the solution adjusted to pH>7 with 0.88 ammonia. The solution was extracted with diethyl ether and the solvent removed from the organic extracts under reduced pressure to give the title compound (14.7 g) as an oil.