Abstract
Abstract Fluoroform (CHF 3 ) reacts with alkali metal alkoxides MOR (M = Na, K) in the corresponding alcohols ROH (R = Me, Et, i -Pr, t -Bu, and Allyl) at 80–120 °C to give orthoformate esters HC(OR) 3 in 55–90% yield. Particularly notable is the formation of HC(OBu- t ) 3 in 75–80% yield (62% isolated yield; X-ray), an exotic organic compound that has been previously synthesized only once (3% yield). Solutions of NaOH in ROH (R = Me, Et, i -Pr and t -Bu) react with CHF 3 to give NaF, HCOONa, and orthoformates HC(OR) 3 . Hydrolysis of fluoroform with MOH (M = Na, K) at 140 °C produces largely MF and HCOOM along with small quantities of CO.
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