1-Benzyloxynaphthalene

90-15-3

100-39-0

28178-96-3

607-58-9

General procedure for the synthesis of compounds (CAS:28178-96-3) and 1-(benzyloxy)naphthalene from 1-naphthol and benzyl bromide: 0.14 g (1.0 mmol) of a mixture of 1-naphthol and 2-naphthol (1) and (6), mixed with 1.0 mmol of an alkali metal carbonate (0.14 g of K2CO3 or 0.33 g of Cs2CO3), was specified by 11.4 mg (0.05 mmol) of TEBAC and 1.2 mmol of alkyl halide (0.14 ml of benzyl bromide, 0.10 ml of ethyl iodide, 0.12 ml of butyl bromide, or 0.11 ml of isopropyl bromide) were added to a closed vial and reacted at 125°C for the appropriate reaction time using a 20-30 W light source or in a CEM Discover [300 W] microwave reactor. time. After completion of the reaction, the mixture was dissolved in 25 ml of ethyl acetate and the suspension was filtered. The volatile components were removed by evaporation to give the crude product. The crude product was initially purified by passing through a silica gel layer of about 2-3 cm thickness, using ethyl acetate as eluent, and the product was analyzed by GC-MS or GC. Similar reactions were carried out under 3 ml MeCN as solvent. The post-treatment step was similar to the solvent-free alkylation reaction described above, but in this case the addition of ethyl acetate was not necessary. Compounds 2, 7, 8, 10a-c and 13a, b can be obtained from the above reactions mainly in pure form by repetitive chromatography.Control experiments were carried out using benzyl bromide under conventional heating conditions with similar procedure.