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

HRID 1460756Notes

Reaction equation

HRID 1460756 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-a6157dedc40f4237abc6bda2f02cb1a9
Source dataset
uspto-grants-1991_12
Patent number
US05071999

Reaction notes

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