The fries rearrangement of 1-naphthyl acetate
β Scribed by N. M. Cullinane; V. V. Bailey-Wood
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 246 KB
- Volume
- 78
- Category
- Article
- ISSN
- 0165-0513
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β¦ Synopsis
Abstract
The rearrangement of 1βnaphthyl acetate in nitrobenzene solution, catalysed by aluminium chloride, to give 2β and 4βacetylnaphthol, appears to be intramolecular in nature. A mechanism to account for the experimental results is proposed. While the main product is the pβhydroxyβketone, moderate yields of the orthoβsubstituted product are also obtained.
π SIMILAR VOLUMES
Photolysis of [~-cydodextrin inclusion complexes of 1-and 2-naphthyi esters (acetates and benzeat~) in aqueous metfium, results in ~ to give one isomer of acylnaphthol in excess, whereas the solid state irra~ation of the Β’yclodextrin ~ yields soleftivety otlg isomer. In addition, formation of cleava