Hydroxyamine hydrochloride → 1-Acetyl-1-(3,4-dichlorophenyl)cyclobutane oxime

HRID 1382469Notes

Reaction equation

HRID 1382469 reaction equation
[C:1]([C:4]1([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH2:7][CH2:6][CH2:5]1)(=O)[CH3:2].Cl.[NH2:17][OH:18].O.O.O.C([O-])(=O)C.[Na+]>O>[C:1](=[N:17][OH:18])([C:4]1([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[C:10]([Cl:15])[CH:9]=2)[CH2:7][CH2:6][CH2:5]1)[CH3:2]

Participants

5

Reactant 3

HCID 443297Hydroxyamine hydrochlorideHCID 130831391-Acetyl-1-(3,4-dichlorophenyl)cyclobutaneHCID 23665404Sodium Acetate Trihydrate

Product 1

HCID 860311131-Acetyl-1-(3,4-dichlorophenyl)cyclobutane oxime

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

A mixture of 1-acetyl-1-(3,4-dichlorophenyl)cyclobutane (4.86 g) prepared as described in Example 1, hydroxylamine hydrochloride (1.6 g), sodium acetate trihydrate (3.3 g), industrial methylated spirit (15 ml) and water (2 ml) was heated under reflux for twenty hours. The cooled reaction mixture was poured into water and the oil which separated was cooled to give a solid which was recrystallised from industrial methylated spirit to give 1-acetyl-1-(3,4-dichlorophenyl)cyclobutane oxime (m.p. 120°-121° C.).

Workup

  1. customprepared
  2. temperaturewas heated
  3. temperatureunder reflux for twenty hours
  4. customThe cooled reaction mixture
  5. customthe oil which separated
  6. temperaturewas cooled
  7. customto give a solid which
  8. customwas recrystallised from industrial methylated spirit

Sources & evidence

ORD record
ord-7bdd4ef1228644b3b8dcdb9ba3195f02
Source dataset
uspto-grants-1989_02
Patent number
US04806570

Reaction notes

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