6-(bromomethyl)isobenzofuran-1(3H)-one synthesis

Yield:177166-15-3 100%

Reaction Conditions:

at 20 - 120; for 16 h;

Steps:

10.3

Step 3: 6-bromomethylphthalide A neat sample of 152 g (472 mmol) of methyl-di(2,5-bromomethyl)benzoate was heated to 120° C. in a slight vacuum. The yellowish solid melted at 80° C. After 16 hours of heating, the reaction mixture was cooled to ambient temperature. Upon cooling, a total of 107 g light brown solid was obtained as product in quantitative yield. ¹H NMR (CDCl₃) (300 MHz) δ 4.58 (s, 2H), 5.30 (s, 2H), 7.49 (s 1H), 7.54 (d, ³JHCCH=7.9 Hz, 1H), 7.47 (d, ³JHCCH=7.9 Hz, 1H)

References:

US2011/251395,2011,A1 Location in patent:Page/Page column 13-14