Sulfuric Acid → HCID 54119081, compound

HRID 2305081Notes

Reaction equation

HRID 2305081 reaction equation
[Cl:1][CH2:2][C:3](=[N:5][OH:6])[CH3:4].S(=O)(=O)(O)O.[CH2:12]=[C:13]([CH3:15])[CH3:14].C(=O)([O-])[OH:17].[Na+]>C(OCC)C>[C:13]([O:17][O:6][N:5]=[C:3]([CH2:2][Cl:1])[CH3:4])([CH3:15])([CH3:14])[CH3:12]

Participants

6

Reactant 4

HCID 1118Sulfuric AcidHCID 8255IsobutyleneHCID 695922-Propanone, 1-chloro-, oximeHCID 516892Sodium Bicarbonate

Product 1

HCID 54119081HCID 54119081, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Then, 0.54 g of chloroacetone oxime, 0.1 ml of concentrated sulfuric acid, and 10 ml of diethyl ether are placed in a reaction vessel, into which isobutene gas is blown with stirring under ice cooling, and the reaction mixture is further stirred at room temperature. After completion of the reaction, the reaction mixture is slowly poured into saturated aqueous sodium hydrogencarbonate solution, and extracted twice with diethyl ether. The diethyl ether layers are combined, washed with 10% aqueous sodium hydroxide solution and water in this order, dried over anhydrous magnesium hydroxide, and concentrated, which affords chloroacetone O-tert-butyloxyoxime.

Workup

  1. stirringthe reaction mixture is further stirred at room temperature
  2. customAfter completion of the reaction
  3. extractionextracted twice with diethyl ether
  4. washwashed with 10% aqueous sodium hydroxide solution and water in this order
  5. dry with materialdried over anhydrous magnesium hydroxide
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-ff9232d3c5a4407c967a767f1ea66324
Source dataset
uspto-grants-2002_08
Patent number
US06437184B1

Reaction notes

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