1-HYDROXY-2-NAPHTHALDEHYDE synthesis
- Product Name:1-HYDROXY-2-NAPHTHALDEHYDE
- CAS Number:574-96-9
- Molecular formula:C11H8O2
- Molecular Weight:172.18
Yield: 70%
Reaction Conditions:
Stage #1:α-naphthol with magnesium methanolate at 20; for 0.0166667 h;
Stage #2:formaldehyd at 20; for 0.166667 h;
Stage #3: with sulfuric acid at 20; for 0.166667 h;regioselective reaction;
Steps:
General procedure: A aromatic Phenol 1 (0.1 mol), magnesiummethoxide (5 gr ), and the mixture was grindingto 1 minute at room temperature. A slurry ofparaformaldehyde powder6 (4 gr) in under grindingwas added in small portions over 2 min to thereaction mixture. Stirring was continued at r.t for 8min, after which added slowly to 10% sulfuric acid(20 ml g). The resulting mixture was stirred for 10min, after which the aqueous layer was separatedand extracted with ethyl acetate (2 × 100 ml). Thecombined organic layers and extracts were washedwith 10% sulfuric acid (20 ml) and water (20 ml)and evaporated under reduced pressure to give thesalicyaldehyde 3.
References:
Balali, Ebrahim;Shameli, Abolghasem;Naeimi, Hoseein;MehdiGhanbari, Mohammad [Oriental Journal of Chemistry,2013,vol. 29,# 4,p. 1611 - 1614]
50493-10-2
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