Sodium Hydroxide → (S)-6-(1-tert-butoxy-2-hydroxyethyl)-5-(4-chlorophenyl)-7-methylquinolin-2(1H)-one

Participants

Reaction Conditions

Reaction Steps

To the solution of (S)-2-tert-butoxy-2-(5-(4-chlorophenyl)-7-methyl-2-oxo-1,2-dihydroquinolin-6-yl)ethyl pivalate (5.8 mg) in THF and methanol (1.5 mL/0.5 mL) was added 1 M NaOH solution (0.6 mL). The mixture was stirred at 25° C. for 16 hours, diluted with water. The mixture was extracted with ethyl acetate. The organic layer was washed with brine and dried over sodium sulfate. Concentration gave (S)-6-(1-tert-butoxy-2-hydroxyethyl)-5-(4-chlorophenyl)-7-methylquinolin-2(1H)-one (4.4 mg). LCMS-ESI+ (m/z): 386.2 (M+H)+.

Provenance & Evidence