2-(((1-Benzylpyrrolidin-3-yl)methyl)amino)ethanol → 2-[(3-Pyrrolidinylmethyl)amino]ethanol

HRID 464972Notes

Reaction equation

HRID 464972 reaction equation
C1(C[N:8]2[CH2:12][CH2:11][CH:10]([CH2:13][NH:14][CH2:15][CH2:16][OH:17])[CH2:9]2)C=CC=CC=1.[H][H]>[Pd].CO>[NH:8]1[CH2:12][CH2:11][CH:10]([CH2:13][NH:14][CH2:15][CH2:16][OH:17])[CH2:9]1

Participants

5

Reactant 2

HCID 142808882-(((1-Benzylpyrrolidin-3-yl)methyl)amino)ethanolHCID 178418361HCID 178418361, compound

Product 1

HCID 134918032-[(3-Pyrrolidinylmethyl)amino]ethanolYield 57.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 32.32 g of 2-[[[1-(phenylmethyl)-3-pyrrolidinyl]methyl]amino]ethanol, 330 ml of methanol and 3 g of 20% palladium on charcoal was shaken in an atmosphere of hydrogen at about 50 psi and at room temperature for 18 hours. The solvents were then removed at reduced pressure. The residue was distilled under vacuum, bp 129°-131° C. (1.5 mm) to give 11.43 g of 2-[(3-pyrrolidinylmethyl)amino]ethanol.

Workup

  1. customThe solvents were then removed at reduced pressure
  2. distillationThe residue was distilled under vacuum, bp 129°-131° C. (1.5 mm)

Sources & evidence

ORD record
ord-1711341919a14cd7ace42d59171115b4
Source dataset
uspto-grants-1985_10
Patent number
US04550103

Reaction notes

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