反应详情

An anhydrous tetrahydrofuran (50 ml) solution of 3,4,5,6-tetramethoxy-2-methylbenzaldehyde (14 g, 0.058 mol) was added dropwise under ice cooling to a Grignard reagent (150 ml tetrahydrofuran solution) prepared from 3-(benzyloxy)bromobenzene (18.4 g, 0.070 mol) and magnesium (1.87 g, 0.077 mol), and the resulting solution was stirred for 2 hours. The reaction solution was poured in an aqueous solution of saturated ammonium chloride and extracted with ether. The extract was washed with saturated brine and then dried. The reaction solution was filtered, the filtrate was concentrated and the obtained crude product was purified by silica gel column chromatography (hexand:ethyl acetate=4:1) to obtain the titled compound (23.5 g, 0.055 mol, 95%).

1. extractionextracted with ether
2. washThe extract was washed with saturated brine
3. customdried
4. filtrationThe reaction solution was filtered
5. concentrationthe filtrate was concentrated
6. customthe obtained crude product
7. customwas purified by silica gel column chromatography (hexand:ethyl acetate=4:1)