Sodium Hydroxide → HCID 22278852, compound

HRID 746900Notes

Reaction equation

HRID 746900 reaction equation
C([N:6]1[CH2:11][CH:10]([CH3:12])[CH:9]([NH:13][CH:14]2[CH2:16][CH2:15]2)[CH:8]([CH3:17])[CH2:7]1)(OCC)=O.[OH-].[Na+]>C(O)C>[CH:14]1([NH:13][CH:9]2[CH:8]([CH3:17])[CH2:7][NH:6][CH2:11][CH:10]2[CH3:12])[CH2:16][CH2:15]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 22278912HCID 22278912, compound

Product 1

HCID 22278852HCID 22278852, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The Mixture B of isomers of 1-carbethoxy-4-cyclopropylamino-3,5-dimethylpiperidine (2.8 g, 1.16 mmol) was stirred in a mixture 5 N NaOH solution (20 ml) and ethyl alcohol (5 ml) at 100° C. for 120 hr, cooled, extracted with ethyl acetate, dried (Na2SO4) and concentrated to afford Mixture B of isomers of 4-cyclopropylamino-3,5-dimethylpiperidine as an oil. Yield 1.6 g (84%), C10H20N2, m/z 169 (M+1) PMR (CDCl3): 0.82-1.05 (m, 10H), 1.5 (m, H), 1.75 (m, H,), 2.16-2.38 (m, 3H), 2.65 (m, 1H), 2.78 (m, 1H), 3.02 (m, 1H), 3.41 (m, 1H), 3.64 (m, 1H).

Workup

  1. temperaturecooled
  2. extractionextracted with ethyl acetate
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-3cfeebc7ce4849cbbccd8b47acef5224
Source dataset
uspto-grants-2008_07
Patent number
US07393957B2

Reaction notes

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