Sodium Hydroxide → 4-Fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid

Participants

Reaction Steps

4-Fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid ethyl ester (2.08 g) was dissolved in MeOH (70 ml) at RT and under an argon atmosphere and 3M aqueous NaOH (8.42 ml) was added at RT and the mixture was stirred for 12 h at RT. The solvent was evaporated and 3M HCl was slowly added to adjust the pH between 1-2. The mixture was then extracted twice with AcOEt, the organic layers were collected, washed with brine, dried over sodium sulphate and concentrated to give crude 4-fluoro-1-(toluene-4-sulfonyl)-piperidine-4-carboxylic acid (1.9 g) as a light brown solid which was used in next reaction step without further purification.

Provenance & Evidence