Sodium → HCID 68291634, compound

HRID 1408925Notes

Reaction equation

HRID 1408925 reaction equation
[Na].[CH3:2][C:3]1([CH3:12])[C:7](=[N:8]O)[CH2:6][CH2:5][C:4]1=[N:10]O>C(O)CC.[Cl-].[Na+].O>[CH3:2][C:3]1([CH3:12])[CH:7]([NH2:8])[CH2:6][CH2:5][CH:4]1[NH2:10]

Participants

5

Reactant 2

HCID 5360545SodiumHCID 86707699HCID 86707699, compound

Product 1

HCID 68291634HCID 68291634, compoundYield 86.3%

Reagents, catalysts & solvents 2

HCID 10311-PropanolSolventHCID 57417360Sodium chloride; waterSolvent

Procedure

Sodium (177 mg, 7.68 mmol) was added to a solution of crude 2,2-dimethylcyclopentane-1,3-dione dioxime (120 mg) in n-propanol (10 mL) at 80° C. The mixture was heated to reflux for 2 h, cooled to room temperature and poured into brine (30 mL). The mixture was extracted with dichloromethane (3×50 mL). The combined organic extracts were dried (MgSO4), filtered and concentrated to give crude 2,2-dimethylcyclopentane-1,3-diamine (85 mg), which was used in the next step without purification.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2 h
  3. extractionThe mixture was extracted with dichloromethane (3×50 mL)
  4. dry with materialThe combined organic extracts were dried (MgSO4)
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-5e3dad47c0664c7490614d97eca2458f
Source dataset
uspto-grants-2014_12
Patent number
US08921368B2

Reaction notes

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