Hydrogen peroxide oxidation of benzylic alcohols to benzaldehydes and benzoic acids under halide-free conditions

Tetrahedron Letters

Volumn 39, Issue 41, 1998, Pages 7549-7552

  Sato, Kazuhiko ^a   Takagi, Junko ^a   Aoki, Masao ^a   Noyori, Ryoji ^a  

^a NAGOYA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

BENZALDEHYDE; BENZYL ALCOHOL; HYDROGEN PEROXIDE;

ARTICLE; CHEMICAL STRUCTURE; MOLECULAR STABILITY; OXIDATION; STEREOCHEMISTRY; STRUCTURE ANALYSIS;

EID: 0032497603     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(98)01642-6     Document Type: Article

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28. 3, and distilled through a 15-cm Vigreux column to give p-methoxybenzaldehyde (88.8 g, 90% yield) as a colorless liquid, bp 137-138 °C/23 mmHg. This particular reaction used a 0.02 molar amount of the W catalyst and PTC and toluene as solvent. However, oxidation of many other substrates was conducted with only a 0.005 molar amount of the catalysts without solvent and at 90 °C under otherwise identical conditions.
29. 3
30. 2 under the reaction conditions.
31. 3 was contaminated with 5% of the perbenzoic acid.
32. 2O, the acid was obtained in 85% yield under the identical conditions. Note, however, that the latter is not a pure "back-ground" reaction, because the acidity of the reaction system is significantly increased by the removal of the tungsten salt.
33. 13. This work was supported by the Ministry of Education, Science, Sports and Culture of Japan (No. 07CE2004).