HCID 19100958, compound → 1-Phenyloctahydropyrrolo[3,4-b]pyrrole

HRID 1590133Notes

Reaction equation

HRID 1590133 reaction equation
[C:1]1([N:7]2[CH2:14][CH2:13][CH:12]3[CH:8]2[CH2:9][N:10](C(OCC)=O)[CH2:11]3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>Cl>[C:1]1([N:7]2[CH2:14][CH2:13][CH:12]3[CH:8]2[CH2:9][NH:10][CH2:11]3)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 1

HCID 19100958HCID 19100958, compound

Product 1

HCID 150700291-Phenyloctahydropyrrolo[3,4-b]pyrrole

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

7.6 g (31.6 mmol) of ethyl 2-phenyl-2,7-diazabicyclo[3.3.0]octane-7-carboxylate together with 50 ml of concentrated hydrochloric acid are refluxed overnight. The mixture is concentrated, the residue is taken up in 50 ml of 10% strength sodium hydroxide solution, and this mixture is extracted five times using 50 ml portions of chloroform. The extracts are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. concentrationThe mixture is concentrated
  2. extractionthis mixture is extracted five times
  3. dry with materialThe extracts are dried over potassium carbonate
  4. concentrationconcentrated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-aebc38658b9a4a9a8673fded75a84c2a
Source dataset
uspto-grants-1993_04
Patent number
US05202337

Reaction notes

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