Ammonium Chloride → HCID 66743816, compound

Participants

Reaction Steps

To a solution of potassium tert-butoxide (0.407 g, 3.63 mmol) in THF (10 mL) were added tert-butyl 2-(dimethoxyphosphoryl)acetate (0.528 mL, 2.66 mmol) and 5-chloro-2-(difluoromethoxy)benzaldehyde (0.50 g, 2.420 mmol) at 0° C. After 4 hrs, NH4Cl solution was added and the reaction mixture was diluted with EtOAc, washed with sat'd NH4Cl solution, sat'd NaHCO3, and brine. The organic phase was dried over Na2SO4, filtered and concentrated. The crude product was purified by normal phase chromatography. Intermediate 15A was obtained as a white solid 550 mg (74%). MS (ESI) m/z: 327.0 (M+Na)+. 19F NMR (376 MHz, CDCl3) δ: −81.11 (1F, s) ppm.

Provenance & Evidence