Hydrochloric Acid → HCID 21490901, compound

HRID 1973903Notes

Reaction equation

HRID 1973903 reaction equation
Cl.[K].[C:3]([C:6]1[CH:11]=[C:10]([Cl:12])[C:9]([CH2:13][CH2:14][CH2:15][CH3:16])=[C:8]([Cl:17])[N:7]=1)([OH:5])=[O:4].[CH3:18]O>>[CH3:18][O:4][C:3]([C:6]1[CH:11]=[C:10]([Cl:12])[C:9]([CH2:13][CH2:14][CH2:15][CH3:16])=[C:8]([Cl:17])[N:7]=1)=[O:5]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 5462222PotassiumHCID 21490880HCID 21490880, compound

Product 1

HCID 21490901HCID 21490901, compound

Procedure

300 ml of 5 N hydrochloric acid in methanol are added to 28.6 g (0.1 mol) of the potassium salt of 2-carboxy-4,6-dichloro-5-n-butyl-pyridine and the mixture is heated for 8 hours under reflux. It is then evaporated to dryness and hydrochloric acid which still adheres is distilled off with toluene. The residue is rendered alkaline with 2 N sodium carbonate solution and extracted with ether. The ether phases are combined, dried with sodium sulphate and evaporated. Distillation of the residue in a bulb tube at a temperature of 140°-160° at 0.3 mm Hg yields 2-methoxycarbonyl-4,6-dichloro-5-n-butyl-pyridine of the formula ##STR31##

Workup

  1. temperaturethe mixture is heated for 8 hours
  2. temperatureunder reflux
  3. customIt is then evaporated to dryness and hydrochloric acid which
  4. distillationstill adheres is distilled off with toluene
  5. extractionextracted with ether
  6. dry with materialdried with sodium sulphate
  7. customevaporated
  8. distillationDistillation of the residue in a bulb tube at a temperature of 140°-160° at 0.3 mm Hg

Sources & evidence

ORD record
ord-063305cf5cb84c39b55c9ecf63a9dda3
Source dataset
uspto-grants-1976_12
Patent number
US03998955

Reaction notes

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