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

HRID 1975005Notes

Reaction equation

HRID 1975005 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-3d5e8bafc9e3483bbdee8367673dcd83
Source dataset
uspto-grants-1994_02
Patent number
US05284855

Reaction notes

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