Dimerization of phenols and naphthols using an aqueous sodium hypochlorite

Tetrahedron Letters

Volumn 51, Issue 18, 2010, Pages 2497-2499

  Neelamegam, Ramesh ^a   Palatnik, Matthew T ^b   Fraser Rini, James ^b   Slifstein, Mark ^a,b   Abi Dargham, Anissa ^a,b   Easwaramoorthy, Balu ^a,b  

^a Columbia University College of Physicians and Surgeons ^*  (United States)

^b NEW YORK STATE PSYCHIATRIC INSTITUTE   (United States)

Author keywords

Dimer; Naphthols; Phenols; Sodium hypochlorite

Indexed keywords

DIMER; HYPOCHLORITE SODIUM; NAPHTHOL DERIVATIVE; PHENOL DERIVATIVE; REAGENT;

AQUEOUS SOLUTION; ARTICLE; DIMERIZATION; ENVIRONMENTAL TEMPERATURE; QUANTUM YIELD; REACTION ANALYSIS; SYNTHESIS;

EID: 77950294744     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.02.173     Document Type: Article

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39. 6: 302.0790. Found: 302.0799.
40. HPLC conditions: Column: Phenomenex Prodigy 250 × 4.60 mm, 5 micron. Eluent: 50% Acetonitrile/50% (0.1 M) Ammonium formate. Flow rate: 2.0 mL/min; pressure: 2970 Psi. Scheme 1 was monitored continuously. Retention times 3.883 and 6.692 min were corresponding to 2-hydroxy-5-methoxybenzaldehyde 1a and dimer 2a, respectively.
41. Reaction of 2,4-dimethylphenol and 2-chloro-4,6-dimethylphenol in an aqueous NaOH solution was monitored continuously. The HPLC condition was similar to that of Ref. 26. Retention times 4.655 and 8.480 min were corresponding 2,4-dimethylphenol and 2-chloro-4,6-dimethylphenol, respectively. Even after 16 h of stirring at room temperature, the content failed to produce the dimer 2d, which was known to elute at 2.807 min.