Tetrahydrofuran → HCID 86760278, compound

Participants

Reaction Steps

Under ice-cooling, into a Grignard reagent (30 ml, a tetrahydrofuran solution) prepared from 4-(benzyloxy)bromobenzene (8.00 g, 0.030 mol) and magnesium (0.81 g, 0.033 mol) was dropped a solution of 3,4,5,6-tetramethoxy-2-methylbenzaldehyde (3.65 g, 0.015 mol) in anhydrous tetrahydrofuran (20 ml) and the mixture was stirred for 2 hours more. The reaction solution was poured into a saturated aqueous solution of ammonium chloride followed by extracting with ether. The extract was washed with a saturated saline and dried. The reaction solution was filtered and the crude product obtained by concentrating the filtrate was purified by silica gel column chromatography (hexane:ethyl acetate=4:1) to give the title compound (5.93 g, 0.014 mol, 92%).

Provenance & Evidence