Sodium Acetate → HCID 12259929, compound

HRID 1283119Notes

Reaction equation

HRID 1283119 reaction equation
[Cl:1][C:2]1[C:7]([CH2:8]Cl)=[CH:6][CH:5]=[C:4]([Cl:10])[N:3]=1.[C:11]([O-:14])(=[O:13])[CH3:12].[Na+]>C(O)(=O)C>[Cl:1][C:2]1[C:7]([CH2:8][O:14][C:11](=[O:13])[CH3:12])=[CH:6][CH:5]=[C:4]([Cl:10])[N:3]=1

Participants

4

Reactant 2

HCID 517045Sodium AcetateHCID 6451791Pyridine, 2,6-dichloro-3-(chloromethyl)-

Product 1

HCID 12259929HCID 12259929, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

840 g (4.28 mols) of 2,6-dichloro-3-chloromethylpyridine, 700 g (8.5mols) of sodium acetate and 1,600 ml of anhydrous acetic acid are heated together for 4 hours under reflux. The reaction product is then freed from solvent by distilling the latter off, is made alkaline (pH 8-10) with aqueous sodium hydroxide solution and is suspended in water. The reaction product is extracted with diethyl ether and the organic phase is dried over magnesium sulphate and evaporated. After distilling the crude product, colourless 2,6-dichloro-3-acetoxymethylpyridine is obtained.

Workup

  1. temperatureunder reflux
  2. distillationby distilling the latter off,
  3. extractionThe reaction product is extracted with diethyl ether
  4. dry with materialthe organic phase is dried over magnesium sulphate
  5. customevaporated
  6. distillationAfter distilling the crude product

Sources & evidence

ORD record
ord-4e34e39b1b3c46929624ad4817f259aa
Source dataset
uspto-grants-1976_08
Patent number
US03974166

Reaction notes

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