Ammonium Chloride → HCID 21700064, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-(4′-trifluoromethylphenyl)phenyl methyl sulfone (1.0 g, 3.33 mmol) in THF (50 mL) at −78° C. was treated with n-butyllithium (2.5M/hexanes, 1.4 mL, 3.50 mmol), stirred at −78° C. for 1.5 hours and then treated with ethyl methoxyacetate (0.78 mL, 6.66 mmol), stirred at −78° C. for three hours, treated with saturated NH4Cl solution, and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried (Na2SO4), concentrated and purified on silica gel with 30-50% ethyl acetate/hexanes to provide 902 mg (73%) of the title compound as a white solid. MS (APCI) m/z 390 (M+NH4)+, 371 (M−H)−, 470 (M+Cl)−.

Provenance & Evidence