2-METHOXY-5-(TRIFLUOROMETHOXY)PHENOL synthesis

Yield:895572-36-8 70%

Reaction Conditions:

Stage #1: 2-methoxy-5-trifluoromethoxybenzeneboronic acidwith Oxone;sodium hydroxide;ethylenediaminetetraacetic acid;water;sodium hydrogencarbonate in acetone at 0 - 20; for 2.08333 h;
Stage #2: with hydrogenchloride in acetone;

Steps:

22

To a solution of the compound of preparation 21 (450mg, 1.90mmol) in water (3mL) was added sodium hydroxide (114mg, 2.85mmol), sodium hydrogen carbonate (1.6Og, 19.0mmol), acetone (4mL) and EDTA (58mg, 0.2mmol) at rt. The mixture was cooled to 0 ⁰C and Oxone (1.3Og, 2.10mmol) was added portionwise over 5 min. The mixture was warmed to rt and stirred for 2h. 2M hydrochloric acid solution (15mL) was added and the phases were separated. The aqueous phase was extracted with EtOAc, the organic extract was dried over magnesium sulfate and the solvent was removed in vacuo to afford the desired product as a yellow oil, 277mg (70%). EPO LRMS (APCI) 207 [MH^"]

References:

WO2006/67587,2006,A2 Location in patent:Page/Page column 27; 28