Benzeneacetic acid, 4-hydroxy-, methyl ester → HCID 178500704, compound

Participants

Reaction Steps

A solution of methyl 4-hydroxyphenylacetate (10.01 g, 60.2 mmol, CAS 14199-15-6), rhodium (5% on Alumina) (0.073 g, 0.71 mmol) in MeOH (30 mL) was hydrogenated at 8 bar. The crude was filtered through Celite and concentrated at reduced pressure. The remaining colorless oil was dissolved in isohexane and EtOAc and purified by flash chromatography using EtOAc (20-50%) in isohexane to afford the title cis compound (4.31 g, 42%) as colorless oil. NMR analysis of both trans and cis isomers were compared to make sure that the right isomer was used in subsequent steps.

Provenance & Evidence