3-Bromopropiophenone from aluminum

Bromopropiophenone from aluminum chloride catalyzed bromination of propiophenone, 40, 9 3-Bromo-4-tolualdehyde from aluminum chloride catalyzed bromination of J>-tolualdehyde, 40, 9 sec-Butyl acrylate, 41, 62 sec-Butyl alcohol, esterification of cro-tonic add with, 41, 60 esters with a,/3-unsaturated adds, 41, 62... 

Bromopropiophenone from aluminum chloride catalyzed bromination of propiophenone, 9... 

Of these products the main one was the carbinol LXII. A similar oxide intermediate explains the formation of benzylmethylcarbinol from a-bromopropiophenone. In addition to the ethers corresponding to these carbinols, there was also obtained the monoether of a glycol. This may have been formed from the intermediate oxide (LVI) by the addition of isopropyl alcohol to the oxide ring, or by diipct reaction of the bromo-hydrin (LV) with aluminum isopropoxide. Curiously enough, when the reduction was carried out at 33°, a-bromoisobutyrophenone gave a bromohydrocarbon as the main product. This was shown to be LXIII accompanied by some of its allylic isomer (LXIV). 

---