Hydrochloric Acid → HCID 178469318, compound

HRID 1073088Notes

Reaction equation

HRID 1073088 reaction equation
Br.[OH:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([OH:11])=[O:10])[CH:4]=1.[ClH:12].[CH2:13](O)[CH3:14]>>[ClH:12].[OH:2][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([C:9]([O:11][CH2:13][CH3:14])=[O:10])[CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 178419749HCID 178419749, compound

Product 1

HCID 178469318HCID 178469318, compound

Conditions

Temperature
0 °C

Procedure

To a 1 l. round bottom flask was added 45.5 g (0.21 mol) of 4-hydroxy-2-pyridinecarboxylic acid hydrobromide and 500 ml of ethanol saturated with hydrochloric acid. The mixture was heated to reflux overnight, cooled and concentrated under vacuum to 1/3 of its original volume. After cooling the mixture to about 0° C., the resultant crystals were collected by vacuum filtration, washed with ethanol and diethyl ether, and dried under vacuum to afford 29.5 g of ethyl 4-hydroxy-2-pyridinecarboxylate hydrochloride.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux overnight
  3. temperaturecooled
  4. concentrationconcentrated under vacuum to 1/3 of its original volume
  5. filtrationthe resultant crystals were collected by vacuum filtration
  6. washwashed with ethanol and diethyl ether
  7. customdried under vacuum

Sources & evidence

ORD record
ord-b0a0c81cde504264a9d1711362fb0983
Source dataset
uspto-grants-1990_11
Patent number
US04968678

Reaction notes

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