(1-Benzyl-pyrrolidin-3-ylmethyl)-ethyl-amine → Ethyl-pyrrolidin-3-ylmethyl-amine

HRID 464985Notes

Reaction equation

HRID 464985 reaction equation
[CH2:1]([NH:3][CH2:4][CH:5]1[CH2:9][CH2:8][N:7](CC2C=CC=CC=2)[CH2:6]1)[CH3:2].[H][H]>[Pd].C(O)C>[CH2:1]([NH:3][CH2:4][CH:5]1[CH2:9][CH2:8][NH:7][CH2:6]1)[CH3:2]

Participants

5

Reactant 2

HCID 5127972(1-Benzyl-pyrrolidin-3-ylmethyl)-ethyl-amineHCID 178418361HCID 178418361, compound

Product 1

HCID 13491786Ethyl-pyrrolidin-3-ylmethyl-amineYield 74.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalyst2×HCID 702EthanolSolvent

Procedure

A mixture of 151.6 g (0.69 mole) of N-ethyl-1-(phenylmethyl)-3-pyrrolidinemethanamine, 5 g of 20% palladium on carbon, and 1100 ml of ethanol was shaken in an atmosphere of hydrogen at about 4.5×105Pa and at room temperature for 21.6 hours. Another 5 g of 20% palladium on carbon was added and the hydrogenation continued for 24 hours. The catalyst was filtered and the filtrate evaporated under reduced pressure. The residue was distilled under vacuum (88°-91° C., 11.5 mm Hg) to give 66.0 g N-ethyl-3-pyrrolidinemethanamine.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe filtrate evaporated under reduced pressure
  3. distillationThe residue was distilled under vacuum (88°-91° C., 11.5 mm Hg)

Sources & evidence

ORD record
ord-d1d6aa8f29de40288b4ae682b5f38458
Source dataset
uspto-grants-1985_10
Patent number
US04550104

Reaction notes

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