61468-98-2

Upstream product

• 2938-48-9 3,3-dimethyl glutaric acid anhydride 
• 100-66-3 methoxybenzene 
• 13139-86-1 4-methoxyphenyl magnesium bromide 
• 681-57-2 2,2-dimethylglutaric acid 

Downstream Products

• 82606-64-2 αα-dimethyl-δ-(4-methoxyphenyl)-n-valeric acid 

Relevant academic research and scientific papers

Regioselective photochemical rearrangement of N-mesyloxylactams

N-Mesyloxylactams can undergo ring contraction either by C-3 (usually observed) or C-5 migration. C-5 migration can occur when the C-3 migration product possesses ring strain, but it does not usually compete with C-3 migration. The greater preference for C-3 migration is due to the carbonyl oxygen atom, which greatly stabilizes the intermediate. Studies of the photochemical rearrangement of N-mesyloxylactams showed that the lone pair of the carbonyl oxygen atom, and not the degree of the substitution atthe migrating carbon atoms, is the governing factor in the regioselectivity of the reaction. Copyright

Studies in the Cycloheptane Series. Part - XXXI: Friedel-Crafts Reaction of the Anhydride of αα-Dimethylglutaric Acid with Different Aromatic Hydrocarbons and Synthesis of 1,1-Dimethyl-3,4-benzo/substituted benzocycloheptanes and 1,1-Dimethylthienocycloheptane

The anhydride of αα-dimethylglutaric acid on condensation with benzene, toluene, isomeric xylenes, chlorobenzene, anisole, tetralin, naphthalene and thiophene under F.C. conditions gives the respective αα-dimethyl-γ-aroyl-n-butyric acids which on Clemmensen reduction yield δ-aryl-n-valeric acids.These on cyclisation with PPA furnish III and IV (X=O) which on Clemmensen reduction give the respective hydrocarbons (III and IV: X=H2).