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

HRID 1975015Notes

Reaction equation

HRID 1975015 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-9ae9d580c28247e78504406a9ea74868
Source dataset
uspto-grants-1994_02
Patent number
US05284855

Reaction notes

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