HCID 19100936, compound → Octahydro-6-methyl-1-(phenylmethyl)pyrrolo[3,4-b]pyrrole

HRID 1646015Notes

Reaction equation

HRID 1646015 reaction equation
[CH2:1]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:9]1[CH:10]([CH3:21])[N:11](C(OCC)=O)[CH2:12]2)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Cl>[CH2:1]([N:8]1[CH2:15][CH2:14][CH:13]2[CH:9]1[CH:10]([CH3:21])[NH:11][CH2:12]2)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 19100936HCID 19100936, compound

Product 1

HCID 19100934Octahydro-6-methyl-1-(phenylmethyl)pyrrolo[3,4-b]pyrrole

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

16 g (55 mmol) of ethyl 2-benzyl-8-methyl-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, and the residue is dissolved in 50 ml of water and rendered alkaline with potassium carbonate. The mixture is extracted five times using 50 ml of chloroform each time, the extracts are dried over K2CO3 and concentrated, and the residue is distilled.

Workup

  1. concentrationThe mixture is concentrated
  2. dissolutionthe residue is dissolved in 50 ml of water
  3. extractionThe mixture is extracted five times
  4. dry with materialthe extracts are dried over K2CO3
  5. concentrationconcentrated
  6. distillationthe residue is distilled

Sources & evidence

ORD record
ord-33b950b132fb40d7aef779424c6e1ea0
Source dataset
uspto-grants-1993_01
Patent number
US05177210

Reaction notes

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