Pyruvic Acid → HCID 118431862, compound

HRID 2207917Notes

Reaction equation

HRID 2207917 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH:5]=O.[C:10]([OH:15])(=[O:14])[C:11]([CH3:13])=[O:12].[OH-].[K+:17]>CO>[K+:17].[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:13][C:11](=[O:12])[C:10]([O-:15])=[O:14])[CH:7]=[CH:8][CH:9]=1

Participants

5

Reactant 3

HCID 1060Pyruvic AcidHCID 14797Potassium HydroxideHCID 765833-Bromobenzaldehyde

Product 1

HCID 118431862HCID 118431862, compoundYield 84.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

To a mixture of 3-Bromobenzaldehyde (22.0 mL, 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 47.0 g of the titled compound as a yellow solid.

Workup

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

Sources & evidence

ORD record
ord-fe288f29ca8c4226993382974a2d704b
Source dataset
uspto-grants-2016_06
Patent number
US09376420B2

Reaction notes

Loading…