3,4-Dimethoxybenzyl Bromide is synthesized from commercially available 3,4-dimethoxybenzyl alcohol and PBr3 or
HBr.[2-3]
3,4-Dimethoxybenzyl Bromide (DMBBr) is used as a reagent for introduction of 3,4-dimethoxybenzyl protecting group, which can be cleaved selectively under
conditions of benzylic oxidation.[1]
3,4-Dimethoxybenzyl Bromide reactions are usually carried out in polar solvents such as THF or DMF. The reagent is quite unstable and is best prepared fresh or stored at low
temperature under nitrogen. It is a lachrymator.
1. (a) Horita, K.; Yoshioka, T.; Tanaka, T.; Oikawa, Y.; Yonemitsu, O. T 1986, 42, 3021. (b) Oikawa, Y.; Tanaka, T.;
Horita, K.; Yoshioka, T.; Yonemitsu, O. TL 1984, 25, 5393.
2. Lakhlifi, T.; Sedqui, A.; Laude, B.; Dinh An, N.; Vebrel, J. CJC 1991, 69, 1156.
3. Coote, S. J.; Davies, S. G.; Middlemiss, D.; Naylor, A. JCS(P1) 1989, 2223.
