1-FLUORO-3-ISOCYANATO-2-METHYL-BENZENE synthesis

Yield:60221-81-0 86%

Reaction Conditions:

with sodium hydrogencarbonate in dichloromethane;water at 0; for 1 h;

Steps:

F

3-fluoro-2-methylaniline (7.4 g) was dissolved in DCM (220 mL) at room temperature under an argon atmosphere. After cooling to 0° C., aqueous saturated NaHCO₃ (220 mL) was added followed by triphosgene (5.85 g). The reaction was left to stir at 0° C. for 1 h. After this time, the product was extracted with DCM (2×50 mL). The organic fractions were combined, dried over MgSO₄ and the solvent removed in vacuo to yield a yellow oil. Addition of hexane allowed precipitation of a white salt which was filtered off. Removal of the hexane in vacuo yielded a yellow oil (7.69 g, 86%). ¹H-NMR (CDCl₃) δ 7.09 (dd, 1H), 6.92-6.85 (m, 2H), 2.24 (s, 3H).

References:

US2007/249672,2007,A1 Location in patent:Page/Page column 11