Hydrochloric Acid → 5-Chloro-2,3-dimethyl-2,7-diazabicyclo[3.3.0]octane

HRID 2255705Notes

Reaction equation

HRID 2255705 reaction equation
[Cl:1][C:2]12[CH2:9][N:8](C(OCC)=O)[CH2:7][CH:6]1[N:5]([CH3:15])[CH:4]([CH3:16])[CH2:3]2.Cl.C(=O)([O-])[O-].[K+].[K+]>O>[Cl:1][C:2]12[CH2:9][NH:8][CH2:7][CH:6]1[N:5]([CH3:15])[CH:4]([CH3:16])[CH2:3]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 19100959HCID 19100959, compound

Product 1

HCID 191009535-Chloro-2,3-dimethyl-2,7-diazabicyclo[3.3.0]octane

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

7.6 g (30.8 mmol) of ethyl 5-chloro-2,3-dimethyl-2,7-diazabicyclo[3.3.01octane-7-carboxylate are heated under reflux overnight with 30 ml of concentrated hydrochloric acid. The mixture ic concentrated, the residue is taken up in 30 ml of water, and the mixture is rendered alkaline with potassium carbonate, extracted five times with 50 ml of chloroform each time, dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. extractionextracted five times with 50 ml of chloroform each time
  2. dry with materialdried over potassium carbonate
  3. concentrationconcentrated
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-830de90d22b94c4091e4e4af99ec72f3
Source dataset
uspto-grants-1993_08
Patent number
US05241076

Reaction notes

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