Pyridinium chloride → HCID 68292015, compound

Participants

Reaction Conditions

Reaction Steps

To a round bottom flask was added (2R,5R)-2-(3-Chlorobenzyl)-5-(4-methoxybenzyl)hexanedioic acid (24 mg, 0.061 mmol) and pyridine hydrochloride (71 mg, 0.61 mmol). The reaction was stirred at 160° C. for 10 min. After cooling to rt, the reaction was diluted with water and extracted with EtOAc (2×5 mL). The combined EtOAc extracts were concentrated in vacuum. The resulting residue was purified using RP prep-HPLC (Method B) to give (2R,5R)-2-(3-chlorobenzyl)-5-(4-hydroxybenzyl)hexanedioic acid (14 mg, 0.037 mmol, 61% yield) as white solid. Anal. Calcd. for C20H21ClO5 m/z 376.3. found: 375.2 (M−H)+.

Provenance & Evidence