Sodium Hydroxide → 2-Aminotridecane

HRID 444248Notes

Reaction equation

HRID 444248 reaction equation
C([NH:3][CH:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:5])=O.[OH-].[Na+]>Cl>[NH2:3][CH:4]([CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])[CH3:5]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 217010542-Formamidotridecane

Product 1

HCID 1232972-AminotridecaneYield 76%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

60 g of 2-formamidotridecane are refluxed in 400 ml of 2 N HCl for 6 hours. The reaction mixture is then cooled in an ice bath, made alkaline with conc. NaOH, extracted with ether, and the ethereal extract is dried over Na2SO4. The ether is distilled off and the residue is then distilled in vacuo, affording 40 g of 2-aminotridecane. Boiling point: 68°-71° C./0.05.

Workup

  1. temperatureThe reaction mixture is then cooled in an ice bath
  2. extractionextracted with ether
  3. extractionthe ethereal extract
  4. dry with materialis dried over Na2SO4
  5. distillationThe ether is distilled off
  6. distillationthe residue is then distilled in vacuo

Sources & evidence

ORD record
ord-14c70e3fe8724950a3eb023261fac2d1
Source dataset
uspto-grants-1981_04
Patent number
US04263324

Reaction notes

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