Sodium Carbonate → HCID 85974475, compound

HRID 1350116Notes

Reaction equation

HRID 1350116 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

5

Reactant 4

HCID 10340Sodium CarbonateHCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 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.

Workup

  1. extractionextracted with chloroform (4×40 mL)
  2. dry with materialThe combined organic extracts were dried (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated by rotary evaporation
  5. customupon standing at ambient temperature

Sources & evidence

ORD record
ord-ad326403bdc040c7bd2221591ecbf556
Source dataset
uspto-grants-2007_05
Patent number
US07214686B2

Reaction notes

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