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

HRID 1645984Notes

Reaction equation

HRID 1645984 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 are heated under reflux overnight with 50 ml of concentrated hydrochloric acid. The mixture is concentrated, the residue is taken up in 50 ml of 10% strength sodium hydroxide solution and the mixture is extracted five times using 50 ml of chloroform each time. The extracts are dried over potassium carbonate and concentrated, and the residue is distilled.

Workup

  1. concentrationThe mixture is concentrated
  2. extractionthe 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-14aaed3fdbde47368b7c4038eea193fb
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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