Pyruvic Acid → HCID 74111248, compound

HRID 2207920Notes

Reaction equation

HRID 2207920 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][CH:3]=1.[C:10]([OH:15])(=[O:14])[C:11]([CH3:13])=[O:12].[OH-].[K+:17]>CO>[K+:17].[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:13][C:11](=[O:12])[C:10]([O-:15])=[O:14])=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1060Pyruvic AcidHCID 14797Potassium HydroxideHCID 707414-Bromobenzaldehyde

Product 1

HCID 74111248HCID 74111248, compoundYield 86.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a mixture of 4-bromobenzaldehyde (35.0 g, 189.0 mmol) and pyruvic acid (15.8 mL, 227.0 mmol) in methanol (100.0 mL), was slowly added a solution of potassium hydroxide (19.0 g, 340.0 mmol) in methanol (100.0 mL) at 0° C. The reaction mixture was stirred at room temperature for 16 hours and then filtered. The resulting solid was washed with diethyl ether to give 48.0 g of the titled compound as a pale yellow solid.

Workup

  1. filtrationfiltered
  2. washThe resulting solid was washed with diethyl ether

Sources & evidence

ORD record
ord-f8bdbfc8faff43f0b665eb4d4175ae5a
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

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