HCID 24965836, compound → HCID 59054016, compound

Participants

Reaction Steps

[4-(3,4-Dichlorobenzyloxy)phenyl]-hydroxy-acetic acid methyl ester (85.25 g) was dissolved in dry dichloromethane (500 mL). To the resulting solution, activated manganese (IV) oxide (<5 μm, 175 g) was added. The mixture was stirred vigorously for about 12 hours (until TLC showed no presence of unreacted starting material). The reaction mixture (slurry) was diluted with dichloromethane (500 mL) and was passed through a pad of celite. The filtrate was concentrated to yield the title compound. Proton NMR (400 MHz, CDCl3) was recorded. The following chemical shifts (in ppm) were recorded relative to TMS reference of 0.0 ppm, and include the following: 3.97 (s, 3H); 5.11 (s, 2H); 7.03 (m, 2H); 7.26 (m, 1H); 7.47 (d, 1H); 7.54 (d, 1H); 8.02 (m, 2H).

Provenance & Evidence