Sodium Hydroxide → HCID 53492382, compound

Participants

Reaction Steps

A mixture of methyl 3,3-dimethyl-2-(2-(phenylsulfonamido)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylate (70 mg, 0.16 mmol, 1.0 eq.) and 1.6 mL aqueous solution of sodium hydroxide (2 M, 3.3 mmol, 20 eq.) in tetrahydrofuran (4 mL) was stirred at reflux for 3 h. Thin layer chromatography indicated that the starting material was consumed completely. The tetrahydrofuran was removed under reduced pressure and the residue was acidified to pH 5-6 with 1 M hydrochloric acid. Then a lot of white precipitates were formed and collected by filtration to afford 58 mg of 3,3-dimethyl-2-(2-(phenylsulfonamido)phenyl)-1,2,3,4-tetrahydroquinoline-6-carboxylic acid as a white solid; yield: 83%. MS (ESI+APCI) M+1=437.

Provenance & Evidence