N-heptylacetamide → 1-Heptanamine, N-ethyl-

HRID 439758

Reaction equation

HRID 439758 reaction equation
[CH2:1]([NH:8][C:9](=O)[CH3:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[H-].[Al+3].[Li+].[H-].[H-].[H-].O.[OH-].[Na+]>C(OCC)C>[CH2:1]([NH:8][CH2:9][CH3:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7]

Participants

5

Reactant 3

HCID 347488N-heptylacetamideHCID 21226445Aluminium lithium hydrideHCID 23719242Sodium hydroxide--water (1/1/1)

Product 1

HCID 480381-Heptanamine, N-ethyl-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of a solution of 5.5 gms of the N-heptylacetamide in 150 ml of diethyl ether and 3.99 gms of lithium aluminum hydride are stirred at room temperature for 18 hours. The reaction mixture is then worked up with H2O/NaOH by the Fieser method, following which the organic layer is dried over MgSO4, filtered, and concentrated under vacuum to give N-heptyl-N-ethylamine.

Workup

  1. dry with materialis dried over MgSO4
  2. filtrationfiltered
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-f49d0bbef8994d8586fdec05440b8c94
Source dataset
uspto-grants-1996_05
Patent number
US05516767

Linked notes

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