Cupric sulfate pentahydrate (CuSO 4·5H 2O): A mild and efficient catalyst for tetrahydropyranylation/depyranylation of alcohols and phenols

Tetrahedron Letters

Volumn 45, Issue 42, 2004, Pages 7891-7894

  Khan, Abu T ^a   Choudhury, Lokman H ^a   Ghosh, Subrata ^a  

^a INDIAN INSTITUTE OF TECHNOLOGY GUWAHATI   (India)

Author keywords

Protection of hydroxyl compounds

Indexed keywords

ALCOHOL; COPPER SULFATE; ETHER; PHENOL; TETRAHYDROPYRAN DERIVATIVE;

ARTICLE; CATALYST; REACTION ANALYSIS; ROOM TEMPERATURE;

EID: 4644340656     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2004.08.141     Document Type: Article

References (20)

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19. 2 (326.56); C 77.24, H 12.96, found C 77.08, H 12.87
20. Typical procedure of deprotection: To a solution of THP ether 2a (0.325 g, 1 mmol) in methanol (5 mL) was added cupric sulfate pentahydrate (0.05 g, 0.2 mmol) and the mixture stirred at room temp. The reaction was completed within 5 h and the solid cupric sulfate was filtered off. The solid residue was washed with dry methanol (2 × 5 mL). After concentration of the combined filtrate, the crude residue was purified through a short silica gel column. The desired cetyl alcohol 1a was obtained 0.206 g in 85% yield