Potassium Carbonate → Decahydropyrrolo[3,4-b]pyrrolizine

HRID 1646006Notes

Reaction equation

HRID 1646006 reaction equation
[N:1]12[CH2:11][CH2:10][CH2:9][CH:8]1[CH2:7][CH:6]1[CH:2]2[CH2:3][N:4](C(OCC)=O)[CH2:5]1.C(=O)([O-])[O-].[K+].[K+]>Cl>[N:1]12[CH2:11][CH2:10][CH2:9][CH:8]1[CH2:7][CH:6]1[CH:2]2[CH2:3][NH:4][CH2:5]1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 53870311Ethyl 1,4-diazatricyclo[6.3.0.02,6]undecane-4-carboxylate

Product 1

HCID 16227934Decahydropyrrolo[3,4-b]pyrrolizine

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

9 g (40 mmol) of ethyl 1,4-diazatricyclo[6.3.0.02,6 ]undecane-4-carboxylate are heated under reflux overnight with 50 ml of concentrated hydrochloric acid. The mixture is rendered alkaline with potassium carbonate and extracted ten times using 50 ml of chloroform each time, the extracts are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. extractionextracted ten times
  2. dry with materialthe extracts are dried over potassium carbonate
  3. concentrationconcentrated
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-702abfdf4e02406098aa7935e3ca8612
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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