4-BROMO-7-METHOXY-2-(2-METHYL-1,3-DIOXOLAN-2-YL)-1-BENZOFURAN synthesis

Yield:784189-79-3 50%

Reaction Conditions:

with pyridinium p-toluenesulfonate in benzene;Heating / reflux;

Steps:

4.C Intermediate-C: Synthesis of 4-BROMO-7-METHOXY-2- [2-METHYL- (1, 3-dioxolan) -2- YL] BENZOFURAN

A solution of 2-ACETYL-4-BROMO-7-METHOXYBENZOFURAN (0.50 g, 1. 86 MMOL), 5 mL of ethylene glycol, and PPTS-(46 mg, 0.186mmol) was REFLUXED overnight in benzene (37 mL) using a Dean Stark apparatus. The reaction was cooled to room temperature, washed with aqueous sodium bicarbonate, dried over sodium sulfate and evaporated under vacuum to afford 293 mg (50%) of 4-BROMO-7-METHOXY-2- [2-METHYL- (1, 3-- DIOXOLAN) -2-YL] BENZOFURAN AS AN OIL. 1H NMR (CDC13, 300 MHZ) 8 7.28 (D, 1H), 6.74 (s, 1H), 6.69 (d, 1H), 4. 04 (m, 4H), 1.84 (s, 3H).

References:

WO2004/94411,2004,A1 Location in patent:Page 109