A simple and efficient transprotection of aryl methyl ether to aryl benzoate under microwave activation

Tetrahedron Letters

Volumn 47, Issue 39, 2006, Pages 6947-6950

  Marette, Caroline ^a   Larrouquet, Camille ^a   Tisnès, Pierre ^a   Deloye, Jean Bernard ^b   Gras, Emmanuel ^a  

^a UNIVERSITÉ DE TOULOUSE   (France)

^b Academisch Centrum Kinder en Jeugdpsychiatrie Curium   (France)

Author keywords

[No Author keywords available]

Indexed keywords

BENZOIC ACID DERIVATIVE; DIMETHYL ETHER; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE;

ARTICLE; MICROWAVE RADIATION; PROTECTION; SYNTHESIS;

EID: 33748059557     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2006.07.124     Document Type: Article

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28. Representative procedure for preparation of 4-cyanophenyl benzoate 3: A solution of 4-anisonitrile 2 (4.29 mmol), hexabutylguanidinium chloride hydrochloride 1 (0.26 mmol) and benzoyl chloride (6.44 mmol) in o-dichlorobenzene (1 mL) was irradiated at 180 °C (20 W) for 40 min. The reaction mixture was diluted with dichloromethane filtrated over a plug of silica gel and concentrated with a rotary evaporator. Precipitation upon addition of pentane (5 mL) gave 945 mg of 3 (99%).