Calcium Carbonate → N-Hydroxy-2-methoxy-2-methylpropanimidoyl chloride

HRID 745535Notes

Reaction equation

HRID 745535 reaction equation
[CH3:1][C:2](Cl)([CH3:7])[C:3]([Cl:6])=[N:4][OH:5].[C:9](=O)([O-])[O-:10].[Ca+2]>CO>[CH3:1][C:2]([CH3:7])([O:10][CH3:9])[C:3]([Cl:6])=[N:4][OH:5]

Participants

4

Reactant 2

HCID 10112Calcium CarbonateHCID 714469192-Chloro-N-hydroxy-2-methylpropanimidoyl chloride

Product 1

HCID 71356341N-Hydroxy-2-methoxy-2-methylpropanimidoyl chlorideYield 79%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 50 g (0.32 mol) of 2-methyl-1,2-dichloro-1-oximino-propane, 50 g (0.5 mol) of finely powdered calcium carbonate and 500 ml of absolute methanol is heated at the boiling point for 30 minutes, while cooling under reflux. The mixture is filtered, the filtrate is concentrated and the residue is extracted several times with ether. The ether phase is dried over sodium sulphate and filtered and the filtrate is concentrated. 38.4 g of 2,2-dimethyl-2-methoxy-1-chloro-1-oximino-ethane are obtained in the form of white crystals of melting point 95° C., and the yield is 79% of theory:

Workup

  1. temperatureis heated at the boiling point for 30 minutes
  2. temperaturewhile cooling
  3. temperatureunder reflux
  4. filtrationThe mixture is filtered
  5. concentrationthe filtrate is concentrated
  6. extractionthe residue is extracted several times with ether
  7. dry with materialThe ether phase is dried over sodium sulphate
  8. filtrationfiltered
  9. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-e77c12bab0db49f5ac1bef33e6c21433
Source dataset
uspto-grants-1986_07
Patent number
US04599348

Reaction notes

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