Acetonitrile → Methyl 3,5-bis(methoxymethoxy)benzoate

Participants

Reaction Steps

To a suspension of methyl 3,5-dihydroxybenzoate (250 g, 1.5 mol) and K2CO3 (500 g, 3.6 mol) in MeCN (2 L) was added drop wise MOMCl (270 g, 3.35 mol) at 0° C. The mixture was stirred at room temperature for 1.5 hr. TLC (EtOAc/petroleum ether=1/2) showed that no starting material was present. The reaction mixture was filtered and the filtrate was concentrated to give a brown oil. The oil was suspended in CH2Cl2. The resulting solid was filtered off. The filtrate was concentrated again to give the title compound (200 g, 57%) as a brown oil. 1H NMR (400 MHz, CDCl3): δ 7.36 (d, 2H), 6.91 (t, 1H), 5.19 (s, 4H), 3.90 (s, 3H), 3.47 (s, 6H).

Provenance & Evidence