A mild esterification process in phosphonium salt ionic liquid

Tetrahedron Letters

Volumn 46, Issue 21, 2005, Pages 3641-3644

  McNulty, James ^a   Cheekoori, Sreedhar ^a   Nair, Jerald J ^a   Larichev, Vladimir ^a   Capretta, Alfredo ^a   Robertson, Al J ^b  

^a MCMASTER UNIVERSITY   (Canada)

^b Cytec Canada Inc   (Canada)

Author keywords

Esterification; Green chemistry; Ionic liquid(s); Sustainability

Indexed keywords

CARBOXYLIC ACID; CARBOXYLIC ACID DERIVATIVE; ION; PHOSPHONIUM DERIVATIVE;

ALKYLATION; ARTICLE; CHEMICAL BOND; ESTERIFICATION; LIQUID; PROCESS TECHNOLOGY; QUANTUM YIELD;

EID: 17844374655     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2005.03.169     Document Type: Article

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29. 3 (2.53 g, 18.3 mmol) were dissolved in ionic liquid (10.0 mL) and the solution stirred at 70°C for 30 min under Ar when bromobutane (1.79 mL, 16.6 mmol) was added. After 6 h the reaction was complete and the temperature was then raised to 130°C and the n-butyl acetate distilled (127-128°C) directly from the reaction mixture yielding 1.42 g, 74%. The IL was subsequently cooled to rt, partitioned with water (3 × 20 mL) and dried under vacuum. A second identical reaction was then carried out in the recycled IL yielding butyl acetate in 85% yield after distillation