Sodium Hydroxide → HCID 66746819, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-(2-cyano-3-nitrophenoxy)-N-(4-methoxybenzyl)-2,2-dimethyl-propanamide (1.15 g, 3.0 mmol) (Example 220c) in diglyme (30 mL) was added dropwise a solution of SnCl2.2H2O (2.03 g, 9.0 mmol) in concentrated HCl (15 mL) at 0° C. The reaction mixture was then stirred at 0° C. for another 1 hr. The reaction solution was neutralized with 2 N NaOH at 0° C., and extracted with EtOAc (2×). The combined organic layers were washed with brine, dried over Na2SO4. After evaporation of the solvent, the residue was purified by chromatography on silica gel eluting with 50% EtOAc in hexanes to give the title compound as a white solid (0.91 g) in 86% yield. MS 354 (MH+).

Provenance & Evidence