alcool + HCl et c'est pas dit que ca fonctionne

http://www.orgsyn.org/orgsyn/pdfs/CV1P0142.pdf
Ils distillent le chlorure au fur et a mesure, impossible a faire avec l'octyl, les rendements peuvent etre minable.

un autre extrait :
Normat Octyl Alcohol -With increasing molecular weight the reaction
between the alcohols and hydrobromic acid took place more slowly.
In order to increase the yield of halide the alcohol was accordingly boiled
with the acid in a flask provided with a reflux condenser. A large excess
of acid was required to produce satisfactory yields. When 5 g. of normal
octyl alcohol were heated for one hour with 25.5 g. of hydrobromic acid
ifour times the theory), 3.5 g. of the bromide were obtained. When the
same molecular proportions were used and the mixture heated two hours,
IO g. of the alcohol gave IO g. of bromide, which is 66% of the theoretical.
The alcohol which distilled unchanged with the bromide was removed by
shaking the mixture with ice-cold concentrated sulfuric acid. The bromide
was then washed with water, dried over calcium chloride and distilled.
The bromide boiled at 201- 202 O (corrected).