Butylamine → Hexadecanamide, N-butyl-

HRID 614305Notes

Reaction equation

HRID 614305 reaction equation
[C:1](Cl)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:19]([NH2:23])[CH2:20][CH2:21][CH3:22]>C(OCC)C>[CH2:19]([NH:23][C:1](=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 8007ButylamineHCID 8206Palmitoyl chloride

Product 1

HCID 9972764Hexadecanamide, N-butyl-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

An amount of 137.4 g of palmitoyl chloride in 100 ml of ethyl ether was added, under stirring at room temperature, to 80.5 g of n-butylamine in 700 ml of ethyl ether. Stirring was continued under gentle reflux for one hour. The precipitate was filtered off and thoroughly washed with water. The reaction product was recrystallized from ethanol giving 148.4 g of the title compound, melting point 74°-76° C.

Workup

  1. temperatureunder gentle reflux for one hour
  2. filtrationThe precipitate was filtered off
  3. washthoroughly washed with water
  4. customThe reaction product was recrystallized from ethanol giving 148.4 g of the title compound, melting point 74°-76° C.

Sources & evidence

ORD record
ord-414bb387c4ef4a389502d402939b919f
Source dataset
uspto-grants-1979_03
Patent number
US04144320

Reaction notes

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