Sodium Carbonate → HCID 85974475, compound

Reaction equation

[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=O)[CH2:8][CH2:9][CH:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[CH:2]=1.C([O-])([O-])=O.[Na+].[Na+].Cl.[NH2:24][OH:25].C([O-])([O-])=O.[K+].[K+]>>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([C:7](=[N:24][OH:25])[CH2:8][CH2:9][CH:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)[CH:2]=1

Participants

Reactant 4

HCID 10340Sodium Carbonate

HCID 11430Potassium Carbonate

HCID 443297Hydroxyamine hydrochloride

HCID 229922821-(3-Pyridinyl)-3-(tetrahydro-2H-pyran-4-yl)-1-propanone

Product 1

HCID 85974475HCID 85974475, compound

Procedure

To 1-(3-pyridyl)-3-(4-oxanyl)propan-1-one (3.00 g, 13.7 mmol) was added saturated aqueous Na2CO3 (25 mL) and hydroxylamine hydrochloride (5.71 g, 82.2 mmol) in small portions. Solid K2CO3 was added to make the solution basic (pH>10). The reaction mixture was stirred overnight at ambient temperature and extracted with chloroform (4×40 mL). The combined organic extracts were dried (Na2SO4), filtered and concentrated by rotary evaporation. The resulting colorless viscous liquid (3.00 g, 93.8%) solidified upon standing at ambient temperature.