Pyruvic Acid → HCID 118432169, compound

HRID 2207931Notes

Reaction equation

HRID 2207931 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[O:3].[OH-].[Na+:8].[Br:9][C:10]1[N:15]=[CH:14][C:13]([CH:16]=O)=[CH:12][CH:11]=1>C(O)C>[Na+:8].[Br:9][C:10]1[N:15]=[CH:14][C:13]([CH:16]=[CH:4][C:2](=[O:3])[C:1]([O-:6])=[O:5])=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 1060Pyruvic AcidHCID 14798Sodium HydroxideHCID 117692346-Bromo-3-pyridinecarboxaldehyde

Product 1

HCID 118432169HCID 118432169, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of pyruvic acid (412.0 uL, 5.9 mmol) in ethanol (0.6 mL) was added to a 0.5 M sodium hydroxide solution (16.1 mL). The reaction mixture was stirred at room temperature for 10 minutes and then a solution of 6-bromo-3-pyridinecarbaldehyde (1.0 g, 5.4 mmol) in ethanol (5.4 mL) was slowly added thereto at room temperature for 1 hour. The reaction mixture was stirred at room temperature for 18 hours and then filtered. The resulting solid was washed with diethyl ether to give 1.3 g of 4-(6-bromo-pyridin-3-yl)-2-oxo-3-butenoic acid sodium salt as a pale yellow solid.

Workup

  1. waitat room temperature for 1 hour
  2. stirringThe reaction mixture was stirred at room temperature for 18 hours
  3. filtrationfiltered
  4. washThe resulting solid was washed with diethyl ether

Sources & evidence

ORD record
ord-65ecfffde26141618aa209e13b43860c
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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