Hydroxylamine HCl → HCID 189199, compound

HRID 1683737Notes

Reaction equation

HRID 1683737 reaction equation
[CH:1](=[C:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Cl-].[OH:16][NH3+:17]>C(O)C>[CH:1](=[C:8]1[CH2:13][CH2:12][CH2:11][CH2:10][C:9]1=[N:17][OH:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 21645Hydroxylamine HClHCID 989262-Benzylidenecyclohexanone

Product 1

HCID 189199HCID 189199, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2-benzylidenecyclohexanone (3.5 g, 18.8 mmol, J. Chem. Soc. 1949, 2957), hydroxylammonium chloride (3.9 g, 56 mmol) and ethanol (50 ml) was stirred at ambient temperature for 3 days. The solvent was evaporated in vacuo and the residue was dissolved in a mixture of ethyl acetate (200 ml) and water (50 ml). The phases were separated and the aqueous phase was extracted with ethyl acetate (50 ml). The combined organic extracts were washed with water and dried (MgSO4). The solvent was evaporated in vacuo to give 3.7 g of 2-benzylidenecyclohexanone oxime as a solid. M.p. 114°-115° C.

Workup

  1. customThe solvent was evaporated in vacuo
  2. dissolutionthe residue was dissolved in a mixture of ethyl acetate (200 ml) and water (50 ml)
  3. customThe phases were separated
  4. extractionthe aqueous phase was extracted with ethyl acetate (50 ml)
  5. washThe combined organic extracts were washed with water
  6. dry with materialdried (MgSO4)
  7. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-cf68406217e949d2857bab85922d0897
Source dataset
uspto-grants-1997_06
Patent number
US05639766

Reaction notes

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