N-[2-(4-Methylphenoxy)ethyl]acetamide → N-Ethyl-2-(4-methylphenoxy)ethanamine

HRID 232312

Reaction equation

HRID 232312 reaction equation
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[CH:20]=[CH:19][C:11]([O:12][CH2:13][CH2:14][NH:15][C:16](=O)[CH3:17])=[CH:10][CH:9]=1>CCOCC>[CH2:16]([NH:15][CH2:14][CH2:13][O:12][C:11]1[CH:10]=[CH:9][C:8]([CH3:7])=[CH:20][CH:19]=1)[CH3:17]

Participants

4

Reactant 2

HCID 538338N-[2-(4-Methylphenoxy)ethyl]acetamideHCID 21226445Aluminium lithium hydride

Product 1

HCID 20031351N-Ethyl-2-(4-methylphenoxy)ethanamine

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a chilled suspension of 0.49 g (013 mol) lithium aluminium hydride in 50 mL anhydrous ether, add 5.0 g (025 mol) N-[2-(4-methylphenoxy)ethyl]acetamide at a rate which maintains the reaction temperature below 10° C. Allow to warm to room temperature and stir at ambient temp. for 24 hrs. After this time, quench the mixture with H2O and filter the salts. Concentrate the filtrate to obtain the title compound.

Workup

  1. customthe reaction temperature below 10° C
  2. customAfter this time, quench the mixture with H2O
  3. filtrationfilter the salts
  4. concentrationConcentrate the filtrate

Sources & evidence

ORD record
ord-936c3c50aef24950848ed4c0bb4bc33b
Source dataset
uspto-grants-1989_07
Patent number
US04851526

Linked notes

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