Phenylglyoxylic Acid → HCID 15152037, compound

Participants

Reaction Steps

To a cold, stirred solution of benzoyl formic acid (1.5 g, 0.01 mole) in methylene chloride (75 mL) at 4° C. were added iodopropargyl alcohol (1.9 g, 0.0105 mole) followed by 4-dimethylaminopyridine (0.122 g, 0.001 mole) and ethyl-(3-dimethylaminopropyl)carbodiimide hydrochloride (2 g, 0.0104 mole). After stirring at 0° to 10° C. for one hour, the reaction mixture was diluted with methylene chloride (100 mL) and was washed with water (3×50 mL) and brine. The organic layer was dried over sodium sulfate, filtered, and concentrated to a residue. The residue was triturated with hexane and the product, a pale yellow solid, was collected by suction-filtration yielding 1.75 g (60%), mp=48°-50° C. An nmr spectrum showed the desired compound.

Provenance & Evidence