Potassium Carbonate → HCID 178451986, compound

HRID 1869475Notes

Reaction equation

HRID 1869475 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14]#[N:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C([O-])([O-])=O.[K+].[K+].Cl.[NH2:23][OH:24]>O.CCO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[NH:15])[NH:23][OH:24])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 1514443Tert-butyl 4-cyanopiperidine-1-carboxylate

Product 1

HCID 178451986HCID 178451986, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a mixture of 4-cyano-piperidine-1-carboxylic acid tert-butyl ester (6.3 g, 30 mmol), K2CO3 (4.2 g, 30 mmol) in H2O (50 mL) and EtOH (30 mL) was added hydroxylamine hydrogen chloride (4.17 g, 60 mmol). The mixture was heated under reflux overnight, cooled to room temperature and ethanol was removed in vacuo. The residue was extracted with EtOAc (300 mL). The organic layer was washed successively with H2O and brine. After drying (Na2SO4), the solvent was removed to afford the desired product.

Workup

  1. temperatureThe mixture was heated
  2. temperatureunder reflux overnight
  3. customethanol was removed in vacuo
  4. extractionThe residue was extracted with EtOAc (300 mL)
  5. washThe organic layer was washed successively with H2O and brine
  6. dry with materialAfter drying (Na2SO4)
  7. customthe solvent was removed

Sources & evidence

ORD record
ord-b1db84b07f1b45fc851cb41f3a218fdb
Source dataset
uspto-grants-2009_12
Patent number
US07638541B2

Reaction notes

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