Trifluoroacetic acid → HCID 68552816, compound

Participants

Reaction Steps

A solution of tert-butyl 1-(4-chloro-3-methoxyphenyl)piperidine-4-carboxylate (0.500 g, 1.535 mmol; this starting material was isolated as a reaction product in Example 1a, Step 1) in anhydrous CH2Cl2 (5 mL) was treated with trifluoroacetic acid (3 mL, 38.9 mmol) and the mixture stirred at RT for 2 h. After this time, the mixture was concentrated on the a rotary evaporator and the resultant residue was neutralized by first treating it with 2 M NaOH and then 0.1 M pH 7 phosphate buffer. The resultant mixture was extracted with EtOAc, and the extract was washed with brine, dried (MgSO4) and concentrated to give 1-(4-chloro-3-methoxyphenyl)piperidine-4-carboxylic acid (0.45 g, 1.668 mmol, >100% yield) as a pale yellow solid. LC-MS: 270, [M+H].

Provenance & Evidence