Potassium Hydroxide → HCID 59583702, compound

Participants

Reaction Steps

Darzens esters 70 (0.193 g, 0.550 mmol) were dissolved in EtOH (10.0 mL) and then KOH (0.200 g, 3.56 mmol) was added to the reaction. The reaction was heated to boiling and stirred at this temperature for 30 minutes. The reaction was then cooled, acidified, and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, filtered, and condensed. The resulting acid was then used as crude, or can be purified via flash chromatography (1:3 EtOAc:hexanes 0.5% AcOH) or recrystallization from Et2O/hexanes to provide 102 (0.179 g, 0.555 mmol, 101%) as a yellow oil made up of 4 diastereomers.

Provenance & Evidence