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

HRID 1975020Notes

Reaction equation

HRID 1975020 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 refluxed overnight with 50 ml of concentrated hydrochloric acid. The batch is concentrated and dissolved in 50 ml of water, and the mixture is rendered alkaline using potassium carbonate. The mixture is extracted five times using 50 ml portions of chloroform, the extracts are dried over K2CO3 and concentrated, and the residue is distilled.

Workup

  1. concentrationThe batch is concentrated
  2. dissolutiondissolved 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-14bd5330c3fc4987848a4cfae07f8040
Source dataset
uspto-grants-1994_02
Patent number
US05284855

Reaction notes

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