2-Chlorocyclohexanone → HCID 73799249, compound

HRID 1970196Notes

Reaction equation

HRID 1970196 reaction equation
[Cl:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][C:3]1=O.Cl.[CH3:10][O:11][NH2:12].C([O-])(O)=O.[Na+]>C(O)C>[CH3:10][O:11][N:12]=[C:3]1[CH2:4][CH2:5][CH2:6][CH2:7][CH:2]1[Cl:1]

Participants

5

Reactant 3

HCID 132032-ChlorocyclohexanoneHCID 516892Sodium BicarbonateHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 73799249HCID 73799249, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
22.5 °C

Procedure

3.0 g (22.6 mmol) of 2-chlorocyclohexanone were initially charged in 30 ml of ethanol, and 1.9 g (22.6 mmol) of O-methyl hydroxylamine hydrochloride were added with stirring at from 20 to 25° C. This mixture was stirred for about 20 hours at from 20 to 25° C., adjusted with sat. NaHCO3 solution to a pH between 7 and 8 and extracted with ethyl acetate. After washing with sat. NaCl solution, the combined organic phases were dried and then freed from the solvent. The title compound (3.4 g) was directly used further.

Workup

  1. stirringThis mixture was stirred for about 20 hours at from 20 to 25° C.
  2. extractionextracted with ethyl acetate
  3. washAfter washing with sat. NaCl solution
  4. customthe combined organic phases were dried

Sources & evidence

ORD record
ord-2491bd9f249c4fef9226e31ff6c79fa9
Source dataset
uspto-grants-2013_04
Patent number
US08426631B2

Reaction notes

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