2-Tridecanone → 2-Tridecanone oxime

HRID 444249

Reaction equation

HRID 444249 reaction equation
[CH2:1]([C:12]([CH3:14])=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[OH:15][NH:16]Cl.[OH-].[Na+]>C(O)C.O>[CH3:14][C:12](=[N:16][OH:15])[CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

6

Reactant 3

HCID 116222-TridecanoneHCID 14798Sodium HydroxideHCID 149953Hydroxylamine, N-chloro-

Product 1

HCID 740543132-Tridecanone oximeYield 93%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A solution of 40 g of methyl undecyl ketone and 18 g of hydroxylamino hydrochloride in 200 ml of ethanol, 60 ml of water and 10 g of NaOH is refluxed for 5 hours and thereafter cooled. The ethanol is distilled off in vacuo and the reaction mixture is then diluted with water, extracted with ether and the ethereal extract is dried over Na2SO4. The ether is distilled off and the solid residue is then distilled in vacuo, affording 40 g of 2-tridecanone oxime. Melting point (after recrystallisation from ether); 51°-53° C.

Workup

  1. temperaturecooled
  2. distillationThe ethanol is distilled off in vacuo
  3. additionthe reaction mixture is then diluted with water
  4. extractionextracted with ether
  5. extractionthe ethereal extract
  6. dry with materialis dried over Na2SO4
  7. distillationThe ether is distilled off
  8. distillationthe solid residue is then distilled in vacuo

Sources & evidence

ORD record
ord-4a76a7bc498041f6abcd50afd442ad9a
Source dataset
uspto-grants-1981_04
Patent number
US04263324

Linked notes

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