123207-08-9Relevant academic research and scientific papers
Sequential Acetalization-Pyrolysis of α-Acetylcinnamates and α-Acetylbenzalacetones. A Method for the Generation of 2-Carbonyl-Subsituted Naphthalenes
Zoeller, Joseph R.,Sumner, Charles E.
, p. 319 - 324 (2007/10/02)
Substituted 2-acetonaphthones and 2-naphthoate methyl esters can be generated from benzaldehydes in a sequence of three reaction steps.Knoevenagel condensation of a benzaldehyde with 2,4-pentandione of methyl acetoacetate yields α-carbonyl-substituted benzalacetones.The α-carbonyl-substituted benzalacetones are then cyclized to generate the α-carbonyl-substituted naphthalenes by a sequential acetalization with trimethyl orthoformate followed by subsequent pyrolysis of the dimethyl acetal either in the vapor phase at 475 deg C or by being heated in boiling 1-methylnaphthalene. 2-Acetonaphthones are obtained when 2,4-pentanedione is used and 2-naphthoate methyl esters are obtained from methyl acetoacetate.
SEQUENTIAL ACETALIZATION-PYROLYSIS OF α-ACETYL BENZALACETONES. A METHOD FOR THE GENERATION OF 6-SUBSTITUTED 2-ACETONAPHTHONES
Zoeller, Joseph R.
, p. 1457 - 1460 (2007/10/02)
6-Substituted 2-acetonaphthones can be generated from para substituted benzaldehydes and acetylacetone (2,4-pentanedione) in three reactions consisting of condensing the benzaldehyde with acetylacetone, acetalizing the resultant 3-benzylidene 2,4-pentanedione (α-acetyl benzalacetones), with trimethyl orthoformate, pyrolyzing the acetal either in the vapor phase at 475 deg C or by heating in a high boiling solvent, such as 1-methylnaphthalene.
