Pyruvic Acid → HCID 54273794, compound
Reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[O:3].[OH-].[Na+].[Cl:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=O>C(O)C>[Cl:9][C:10]1[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=1[CH:12]=[CH:4][C:2](=[O:3])[C:1]([OH:6])=[O:5]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of pyruvic acid (13.6 mL, 195.3 mmol) in ethanol (20.0 mL) was added to a 0.5 M sodium hydroxide solution (533.0 mL). The reaction mixture was stirred at room temperature for 5 minutes and then a solution of 2-chlorobenzaldehyde (20.0 mL, 177.6 mmol) in ethanol (155.0 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 ethyl acetate, diluted with a 6N hydrochloric acid solution and then extracted with ethyl acetate. The extract was washed with distilled water and brine, dried on anhydrous magnesium sulfate, and then concentrated under reduced pressure to give 34.5 g of the titled compound as a yellow liquid.
Workup
- waitat room temperature for 1 hour
- stirringThe reaction mixture was stirred at room temperature for 18 hours
- filtrationfiltered
- washThe resulting solid was washed with ethyl acetate
- additiondiluted with a 6N hydrochloric acid solution
- extractionextracted with ethyl acetate
- washThe extract was washed with distilled water and brine
- dry with materialdried on anhydrous magnesium sulfate
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-965e1fbbd78f4700a8d66637aecbca08
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09376420B2
Reaction notes
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