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

HRID 1590142Notes

Reaction equation

HRID 1590142 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 together with 50 ml of concentrated hydrochloric acid are refluxed overnight. The mixture is rendered alkaline using potassium carbonate and extracted ten times using 50 ml portions of chloroform, 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-79bb493c45a4460e9b73cac24d0f5895
Source dataset
uspto-grants-1993_04
Patent number
US05202337

Reaction notes

Loading…