Methyl cyanoacetate → HCID 54189837, compound

Participants

Reaction Conditions

Reaction Steps

A reaction mixture consisting of methylcyanoacetate (5.0 ml, 57 mmol) and tetraethylorthocarbonate (17.99 ml, 86 mmol) in acetic anhydride (8.11 ml, 86 mmol) was heated at 130° C. for 5 hours, and then heated at 110° C. for 18 hours. The cooled reaction residue was extracted twice with 125 ml portions of hexane. A hexane-insoluble orange oil containing approximately 40% by weight of the desired compound (as established by NMR inspection) remained. This crude product was used in the next step without further purification. TLC Rf (silica gel plates, u.v. detection, ethyl acetate/hexane=15:85 in volume): 0.13.

Provenance & Evidence