
TY  - JOUR
A1  - Hlubucek, J 
A1  - Ritchie, E 
A1  - Taylor, WC 
T1  - Synthesis of o-isopentenylphenols
JF  - Australian Journal of Chemistry
JO  - Aust. J. Chem.
Y1  - 1971
VL  - 24
IS  - 11
SP  - 2355
EP  - 2363
KW  - 
UR  - https://doi.org/10.1071/CH9712355 
N2  - The effect of the solvent and the counter-ion on the ring alkylation of 3- and 4-methoxyphenols by isopentenyl bromide has been examined. Under strictly anhydrous conditions good and consistent yields of the o- isopentenylphenols were obtained with the combination potassium- toluene, but sodium-toluene was more convenient.     Boron trifluoride etherate was more satisfactory than stannic chloride, zinc chloride, or phosphoric acid in catalysing the condensation of 3- and 4-methoxy-phenols with 2-methylbut-3-en-2-ol to the corresponding o-isopentenylphenols. Aryl &#945;,&#945;-dimethylpropargyl ethers were partially hydrogenated to the corresponding &#945;,&#945;- dimethylallyl ethers which rearranged in boiling N,N-diethyl-aniline to o-isopentenylphenols in high overall yield. 
ER  -

