From Post No. 23995:
reaction of o-allylphenols (12,15) with HBr-AcOH
aqueous Hbr (48% .2ml) was added to a solution of the phenol 12 (100mg)
in gl. AcHO (1ml) till the whole mixture became turbid. The mixture was
warmed on a water bathe for 30-45 min at 50-60 c., diluted with water (10 ml)
and fractionated into phenolic and neutral portions. "
It cleaved the MD bond with light heating, but when kept cool, on the ice-bath, this should be of no concern.
45 saf : 100 33% HBr/AcOH and distilling with high vacuum;
followed by Finkelstein reaction (NaI in acetone) and then methylamine or a Gabriel synth, or even Delepine but I ain't going to mess around with the pipe-bomb, 'cause yields are just too low.
e109