6-Benzyloctahydro-1H-pyrrolo[3,4-b]pyridine → Octahydro-1H-pyrrolo[3,4-b]pyridine

HRID 36672Notes

Reaction equation

HRID 36672 reaction equation
C([N:8]1[CH2:16][CH:15]2[CH:10]([NH:11][CH2:12][CH2:13][CH2:14]2)[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[NH:11]1[CH2:12][CH2:13][CH2:14][CH:15]2[CH2:16][NH:8][CH2:9][CH:10]12

Participants

4

Reactant 1

HCID 113563766-Benzyloctahydro-1H-pyrrolo[3,4-b]pyridine

Product 1

HCID 5154241Octahydro-1H-pyrrolo[3,4-b]pyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

69 g (0.32 mol) of 6-benzyl-octahydropyrrolo[3,4-b]pyridine are hydrogenated in 450 ml of methanol over 7 g of palladium-on-active charcoal (5% strength) at 90° C./90 bar in the course of 3 hours. The catalyst is then filtered off, the filtrate is concentrated and the residue is distilled. 33.8 g (84.% of theory) of a colorless solid having a melting point of 65°-67° C. and a boiling point of 78° C./9 mbar are obtained.

Workup

  1. customin the course of 3 hours
  2. filtrationThe catalyst is then filtered off
  3. concentrationthe filtrate is concentrated
  4. distillationthe residue is distilled
  5. customa boiling point of 78° C./9 mbar are obtained

Sources & evidence

ORD record
ord-188af3e62eb54dc3a9404be0df1efd87
Source dataset
uspto-grants-1995_05
Patent number
US05416096

Reaction notes

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