Sodium Acetate → HCID 23465030, compound

HRID 838819Notes

Reaction equation

HRID 838819 reaction equation
[CH:1]([O:4][C:5](=[O:16])[N:6]([CH2:14]Cl)[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=1)([CH3:3])[CH3:2].[C:17]([O-:20])(=[O:19])[CH3:18].[Na+]>C(#N)C>[CH:1]([O:4][C:5](=[O:16])[N:6]([CH2:14][O:20][C:17](=[O:19])[CH3:18])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([Cl:13])[CH:8]=1)([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 23465049HCID 23465049, compound

Product 1

HCID 23465030HCID 23465030, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 52.4 g (0.2 mole) of Isopropyl-N-chloromethyl-N-(3-chlorophenyl)-carbamate and 24.6 g (0.3 mole) of anhydrous sodium acetate in 700 ml of anhydrous acetonitrile was boiled for four hours under reflux. After cooling, the salts were filtered off, the filtrate was evaporated, the residue was dissolved in 300 ml of ether and the ether solution was washed with water and dried over freshly calcined sodium sulfate. Thereafter, the solvent was distilled off and the resulting oil was distilled in vacuo. 34.2 g (95% of theory) of Isopropyl-N-acetoxymethyl-N-(3-chlorophenyl)-carbamate of boiling point 134° C/0.3 mm Hg and refractive index nD20 1.5074 were obtained.

Workup

  1. temperatureunder reflux
  2. temperatureAfter cooling
  3. filtrationthe salts were filtered off
  4. customthe filtrate was evaporated
  5. dissolutionthe residue was dissolved in 300 ml of ether
  6. washthe ether solution was washed with water
  7. dry with materialdried over freshly calcined sodium sulfate
  8. distillationThereafter, the solvent was distilled off
  9. distillationthe resulting oil was distilled in vacuo

Sources & evidence

ORD record
ord-72e6f736dc534c68816b3afdfad084a3
Source dataset
uspto-grants-1978_06
Patent number
US04093447

Reaction notes

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