HCID 67423230, compound → HCID 86609589, compound

Participants

Reaction Steps

(1S,2R)-1-(3,4-Dichloro-phenyl)-2-hydroxymethyl-cyclopropanecarboxylic acid (4-fluoro-benzyl)-methyl-amide (4.60 g, 12.0 mmol) is dissolved in acetone (240 ml) and IBX (10.1 g, 36.1 mmol) is added (IBX concentration 0.15M). The mixture is heated to reflux for 2 hours, then cooled to ambient temperature. The solids are filtered off and the filtrate concentrated in vacuo. The crude product is eluted through a short silica gel column with ethyl acetate:heptane (50:50). 3.57 g (78%) of the product is obtained as a highly viscuous light yellow oil. LC/MS (m/z) 380.0 (M+H+).

Provenance & Evidence