Hydrochloric Acid → 4-(Aminomethyl)pyrrolidin-3-ol dihydrochloride

HRID 1031577Notes

Reaction equation

HRID 1031577 reaction equation
[OH:1][CH:2]1[CH:6]([CH2:7][NH2:8])[CH2:5][N:4](CC2C=CC=CC=2)[CH2:3]1.[ClH:16]>CO.C(O)C.[Pd]>[ClH:16].[ClH:16].[OH:1][CH:2]1[CH:6]([CH2:7][NH2:8])[CH2:5][NH:4][CH2:3]1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 139598933-Hydroxy-4-aminomethyl-1-phenylmethyl pyrrolidine

Product 1

HCID 148395874-(Aminomethyl)pyrrolidin-3-ol dihydrochlorideYield 70%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

A solution of 2.19 g (10.6 mmol) of 3-hydroxy-4-aminomethyl-1-phenylmethyl pyrrolidine in 60 ml anhydrous methanol and 5.3 ml 5N hydrochloric acid in ethanol was hydrogenized over 1.83 g palladium on carbon for 17 hours. The catalyst was filtered off, the solvent removed to afford 1.39 g (70%) of title compound.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent removed

Sources & evidence

ORD record
ord-9fe84c55b98b4a94a2407727e424c69e
Source dataset
uspto-grants-1990_09
Patent number
US04954507

Reaction notes

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