Dimethyl Sulfate → HCID 54392341, compound

HRID 568829Notes

Reaction equation

HRID 568829 reaction equation
[OH:1][N:2]=[C:3]([C:9](=[O:12])[CH2:10][CH3:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5].[C:13](=O)([O-])[O-].[K+].[K+].S(OC)(OC)(=O)=O.C(OCC)(=O)C>O>[CH3:13][O:1][N:2]=[C:3]([C:9](=[O:12])[CH2:10][CH3:11])[C:4]([O:6][CH2:7][CH3:8])=[O:5]

Participants

6

Reactant 4

HCID 6497Dimethyl SulfateHCID 8857Ethyl AcetateHCID 11430Potassium CarbonateHCID 178472906HCID 178472906, compound

Product 1

HCID 54392341HCID 54392341, compoundYield 127.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of ethyl 2-hydroxyimino-2-propionylacetate (10.7 g.), potassium carbonate (9.8 g.), dimethyl sulfate (7.79 g.) and ethyl acetate (70 ml.) was stirred at room temperature for an hour. Water (50 ml.) was added to the reaction mixture and stirred for 20 minutes. The ethyl acetate layer was separated, washed with water (50 ml.) twice and with an aqueous solution of sodium chloride, dried over magnesium sulfate and then filtered. The filtrate was evaporated in vacuo to give ethyl 2-methoxyimino-2-propionylacetate (14.7 g.).

Workup

  1. stirringstirred for 20 minutes
  2. customThe ethyl acetate layer was separated
  3. washwashed with water (50 ml.) twice
  4. dry with materialwith an aqueous solution of sodium chloride, dried over magnesium sulfate
  5. filtrationfiltered
  6. customThe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-69dc0b20536b41dfa798c1ca55d4c9f9
Source dataset
uspto-grants-1988_03
Patent number
US04729991

Reaction notes

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