Sodium Hydroxide → HCID 131735495, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 160d (25 g, 76 mmol) and sodium hydroxide (6.1 g, 152 mmol) in ethanol (200 mL) and water (200 mL) was stirred at 19° C. for 2 h. See FIG. 5. The mixture was diluted with water (200 mL) and the resulting mixture was extracted with EtOAc (200 mL×2). The organic layers were washed with brine (80 mL), dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure to afford 3-(((tert-butyldimethylsilyl)oxy)methyl)-4-chloropicolinic acid 160e (20 g, 87%) as a white solid.

Provenance & Evidence