Benzenemethanol, 2-(acetyloxy)-3-fluoro-, 1-acetate synthesis

Yield:343-50-0 75%

Reaction Conditions:

for 16 h;Heating / reflux;

Steps:

10.B

Step 10B: To 10a (2.5 g, 17.6 mmol) was added acetic anhydride (8.3 mL, 88 mmol). The mixture was stirred under reflux conditions (external oil bath temperature 150° C.) for 16 h. The mixture was cooled to ambient temperature and the residue was diluted with ethyl acetate (100 mL) and then was washed with saturated aqueous sodium hydrogen carbonate (2×75 mL). The organic layer was dried over magnesium sulfate, filtered and concentrated in vacuo to afford 10b (4.2 g, 70% pure, 75%) as a brown oil which was used in the next step without further purification. ¹H NMR (300 MHz, CDCl₃) δ 7.10-7.23 (m, 3H), 5.08 (s, 2H), 2.36 (s, 3H), 2.07 (s, 3H).

References:

US2006/276454,2006,A1 Location in patent:Page/Page column 29