4-Benzyl-2-(methoxymethyl)morpholine → 2-(Methoxymethyl)morpholine

HRID 373916Notes

Reaction equation

HRID 373916 reaction equation
C([N:8]1[CH2:13][CH2:12][O:11][CH:10]([CH2:14][O:15][CH3:16])[CH2:9]1)C1C=CC=CC=1>CO.[C].[Pd]>[CH3:16][O:15][CH2:14][CH:10]1[O:11][CH2:12][CH2:13][NH:8][CH2:9]1

Participants

4

Reactant 1

HCID 103534614-Benzyl-2-(methoxymethyl)morpholine

Product 1

HCID 149332022-(Methoxymethyl)morpholineYield 86.9%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalyst2×HCID 887MethanolSolvent

Conditions

Temperature
100 °C

Procedure

N-Benzyl-2-methoxymethylmorpholine (412.3 g) is dissolved in methanol (2 liters), and thereto is added 10% palladium-carbon (33 g), and the mixture is stirred under hydrogen pressure of 9 kg/cm2 at 100° C. After completion of the reaction, palladium-carbon is filtered off, and the solvent is distilled off under atmospheric pressure to give a pale yellow oily substance. The oily substance is distilled under reduced pressure to give the title compound (212.3 g) as colorless liquid.

Workup

  1. filtrationis filtered off
  2. distillationthe solvent is distilled off under atmospheric pressure
  3. customto give a pale yellow oily substance
  4. distillationThe oily substance is distilled under reduced pressure

Sources & evidence

ORD record
ord-f606f3d2ef294a8882714e8beb3bcae4
Source dataset
uspto-grants-1992_11
Patent number
US05166203

Reaction notes

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