Ethyl Propionate → HCID 178514951, compound

Participants

Reaction Steps

Four portions each of 0.99 ml 5.4M methanolic sodium methylate solution (21.4 mmol) are stirred into a solution of 2.957 g (21.4 mmol) 4,5,6,7-tetrahydro-1 (3H)-isobenzofuranone (for preparation see J. Am. Chem. Soc. 118,1-12 [1996]), 2.02 ml (21.4 mmol) pyridine-4-carbaldehyde, and 10.7 ml (93.2 mmol) ethyl propionate in 17.4 ml methanol at intervals of 5 min respectively and at 0° C. The reaction mixture is stirred for 20 min at RT, heated for 2 h under reflux, and then evaporated under vacuum. Stirring of the residue in 5 ml water, filtration, washing of the filter residue with water, and drying under HV (8h, 100° C.) yields the title compound; m.p. 258-261° C.; ESI-MS: (M+H)+=228.

Provenance & Evidence