Potassium Carbonate → 1-Benzyloctahydropyrrolo[3,4-b]pyrrole

HRID 1645978Notes

Reaction equation

HRID 1645978 reaction equation
[CH2:1]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:9]1[CH2:10][N:11](C(OCC)=O)[CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+]>Cl>[CH2:1]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:9]1[CH2:10][NH:11][CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 11086974Ethyl 1-benzylhexahydropyrrolo[3,4-b]pyrrole-5(1H)-carboxylate

Product 1

HCID 225622081-Benzyloctahydropyrrolo[3,4-b]pyrrole

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

55.6 g (0.2 mol) of ethyl 2-benzyl-2,7-diazabicyclo [3.3.0]octane-7-carboxylate are heated under reflux overnight with 300 ml of concentrated hydrochloric acid. The mixture is then rendered alkaline with potassium carbonate and extracted five times with 100 ml of chloroform each time, the extracts are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. extractionextracted five times with 100 ml of chloroform each time
  2. dry with materialthe extracts are dried over potassium carbonate
  3. concentrationconcentrated
  4. distillationthe residue is distilled

Sources & evidence

ORD record
ord-670cf2dd53994237822b6dea367134c0
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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