Abstract
Benzene reacts with γ-butyrolactone
and aluminium chloride to give tetralone, but no detectable amount of
3-methylindan-1-one. p-Dichlorobenzene, p-difluorobenzene and
m-dichlorobenzene give exclusively the indanones in good yield. Chlorobenzene
gives a mixture of tetralones and indanones in ratio 78 : 22 and the major
product of each type arises from alkylation ortho to chlorine. γ-Butyrolactone
is isomerized to crotonic acid by treatment with excess aluminium chloride at
150° and the indanones probably arise by this route.
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