Dimethyl Sulfate → HCID 54392341, compound

HRID 256421Notes

Reaction equation

HRID 256421 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-041ae03f6d92413d83adbc826c3b4212
Source dataset
uspto-grants-1987_10
Patent number
US04703046

Reaction notes

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