102880-69-3

Upstream product

• 114003-15-5 1,3-bis-pyridiniomethyl-naphthalene; dibromide 
• 5111-73-9 1,4-dihydro-1-naphthalenecarboxylic acid 
• 68-12-2 N,N-dimethyl-formamide 
• 575-41-7 1,3-dimethylnaphthalene 
• 121220-73-3 tetralin-5,7-dicarboxaldehyde 
• 36015-77-7 1,3-bis(bromomethyl)naphthalene 

Relevant academic research and scientific papers

Benzannulation of Cyclopentanone, Cyclohexanone and Cycloheptanone: A Short Synthesis of Indane-5-carboxaldehyde, a Monoterpenoid Constituent of Ammomum medium

The Vilsmeier reaction on the homoallyl alcohols (1a-c), derived from cyclopentanone, cyclohexanone and cycloheptanone respectively, leads to a mixture of monocarboxaldehydes (2a-c) and dicarboxaldehydes (3a-c) which have been readily separated and characterized.The Vilsmeier route incidentally provides a short synthesis of indane-5-carboxaldehyde (2a), a terpenoid constituent of a medicinal plant.

Conversion of 1,4-Dihydrobenzoic Acids to Polyformylbenzenes under Vilsmeier Reaction Conditions

1,4-Dihydrobenzoic acids 1a-e are converted by a one-pot reaction to benzene- mono-, di- and tricarboxaldehydes under Vilsmeier reaction conditions in yields ranging from 6 to 65percent.The same methodology also serves to give naphthalene-1,3-dicarboxaldehyde (2f) from 1,4-dihydro-1-naphthoic acid (1f) in 91percent yield.