Hydrochloric Acid → trans-3-Methoxy-4-methylaminopyrrolidine dihydrochloride

HRID 36679Notes

Reaction equation

HRID 36679 reaction equation
C([N:8]1[CH2:12][C@@H:11]([O:13][CH3:14])[C@H:10]([NH:15][CH2:16]CC2C=CC=CC=2)[CH2:9]1)C1C=CC=CC=1.[ClH:24]>CO.[Pd]>[ClH:24].[ClH:24].[CH3:14][O:13][C@@H:11]1[CH2:12][NH:8][CH2:9][C@H:10]1[NH:15][CH3:16]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69707075HCID 69707075, compound

Product 1

HCID 70201966trans-3-Methoxy-4-methylaminopyrrolidine dihydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

9.3 g (29 mmol) of trans-1-benzyl-3-benzylmethylamino-4-methoxy-pyrrolidine are dissolved in 100 ml of methanol, 4.8 ml of concentrated hydrochloric acid are added and the mixture is hydrogenated on 4 g of 10% strength Pd-on-active charcoal at 90° C. under 100 bar. The catalyst is filtered off with suction, the filtrate is concentrated and the residue is recrystallized from isopropanol/methanol.

Workup

  1. filtrationThe catalyst is filtered off with suction
  2. concentrationthe filtrate is concentrated
  3. customthe residue is recrystallized from isopropanol/methanol

Sources & evidence

ORD record
ord-2aa58f80b22548d0a7e9cdb71b0b9725
Source dataset
uspto-grants-1995_05
Patent number
US05416096

Reaction notes

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