Ethyl Acetate → HCID 1475541, compound

HRID 428807Notes

Reaction equation

HRID 428807 reaction equation
[Cl:1][C:2]1[CH:11]=[CH:10][C:5]([C:6](=O)[CH2:7][Br:8])=[CH:4][CH:3]=1.C([O-])(=O)C.[Na+].Cl.[CH3:18][O:19][NH2:20].C(OCC)(=O)C>C(O)(=O)C>[CH3:18][O:19][N:20]=[C:6]([C:5]1[CH:10]=[CH:11][C:2]([Cl:1])=[CH:3][CH:4]=1)[CH2:7][Br:8]

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 68303p-Chlorophenacyl bromideHCID 517045Sodium AcetateHCID 521874O-Methylhydroxylamine hydrochloride

Product 1

HCID 1475541HCID 1475541, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

50.3 g of 4-chlorophenacyl bromide in 300 ml of glacial acetic acid are stirred with 23 g of sodium acetate and 21.6 g O-methylhydroxylamine hydrochloride for 2 hours at 70° C. 150 ml of ethyl acetate are added to the mixture, which is then extracted by washing several times with water and saturated sodium chloride solution. The organic phase is dried over sodium sulfate and concentrated by evaporation in vacuo. Crystallisation from hexane yields 4-chlorophenacyl bromide O-methyloxime having a melting point of 57 to 60° C.

Workup

  1. extractionis then extracted
  2. washby washing several times with water and saturated sodium chloride solution
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. concentrationconcentrated by evaporation in vacuo
  5. customCrystallisation from hexane

Sources & evidence

ORD record
ord-d54a9481c1984c92a3a2706c6c1a82b9
Source dataset
uspto-grants-2001_11
Patent number
US06313344B1

Reaction notes

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