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

HRID 364048

Reaction equation

HRID 364048 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 Hg) to give 11.43 g of 2-[(3-pyrrolidinyl methyl)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 Hg)

Sources & evidence

ORD record
ord-999c7c4945a147c4b5b1ed4dd7eaeba5
Source dataset
uspto-grants-1986_08
Patent number
US04604401

Linked notes

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