Water → N-Acetyl-1,6-diaminohexane

HRID 1834158Notes

Reaction equation

HRID 1834158 reaction equation
[NH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH2:8].O.[C:10](OCC)(=[O:12])[CH3:11]>>[C:10]([NH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][NH2:8])(=[O:12])[CH3:11]

Participants

4

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 16402Hexamethylenediamine

Product 1

HCID 162081N-Acetyl-1,6-diaminohexaneYield 65.8%

Procedure

A 50.1 g amount of 1,6-diaminohexane was admixed with 20 ml of water and 13.2 g of ethyl acetate to form a solution. The solution was kept at room temperature for 2 days and then water and ethanol were removed by distillation. The residue was distilled under reduced pressure. When 30 g of 1,6-diaminohexane were distilled as a fraction having a boiling point of 82°- 84° C (12 mmHg), 14.9 g of 6-acetamidohexylamine were obtained as a fraction having a boiling point of 170°- 175° C (7 mmHg) (yield 65.8%).

Workup

  1. customto form a solution
  2. customwater and ethanol were removed by distillation
  3. distillationThe residue was distilled under reduced pressure
  4. distillationWhen 30 g of 1,6-diaminohexane were distilled as a fraction

Sources & evidence

ORD record
ord-f048387721904f08a73fd8f1e1e30764
Source dataset
uspto-grants-1978_01
Patent number
US04069254

Reaction notes

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