N,N-dimethyl-1-(phenylmethyl)-3-pyrrolidinemethanamine → N,N-Dimethyl-1-(pyrrolidin-3-yl)methanamine

HRID 978593Notes

Reaction equation

HRID 978593 reaction equation
[CH3:1][N:2]([CH3:16])[CH2:3][CH:4]1[CH2:8][CH2:7][N:6](CC2C=CC=CC=2)[CH2:5]1.[H][H]>[Pd].CO>[CH3:1][N:2]([CH3:16])[CH2:3][CH:4]1[CH2:8][CH2:7][NH:6][CH2:5]1

Participants

5

Reactant 2

HCID 14280892N,N-dimethyl-1-(phenylmethyl)-3-pyrrolidinemethanamineHCID 178418361HCID 178418361, compound

Product 1

HCID 14086165N,N-Dimethyl-1-(pyrrolidin-3-yl)methanamineYield 97%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 1.25 g (5.72 mmol) of N,N-dimethyl-1-(phenylmethyl)-3-pyrrolidinemethanamine, 100 ml of methyl alcohol, 0.2 g of 20% palladium on carbon and hydrogen were shaken at a pressure of 55.1 psi. After 16.8 hours the catalyst was filtered and the filtrate evaporated under reduced pressure. The residue was bulb to bulb distilled yielding 0.71 g (97%) N,N-dimethyl-3-pyrrolidinemethanamine as a clear yellow oil.

Workup

  1. filtrationAfter 16.8 hours the catalyst was filtered
  2. customthe filtrate evaporated under reduced pressure
  3. distillationdistilled

Sources & evidence

ORD record
ord-9460bd1a242046d6984042339ede61bb
Source dataset
uspto-grants-1987_05
Patent number
US04665079

Reaction notes

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