Hydrochloric Acid → HCID 178500110, compound

Participants

Reaction Steps

Add sodium methoxide (14.69 g, 0.85 eq) to methanol (70 mL). Heat to reflux over 15 minutes while adding a mixture of propanedioic acid dimethyl ester (36.64 mL, 320.00 mmol) and methyl crotonate (34.01 mL, 1.0 eq). Reflux the mixture for 40 minutes, then allow the mixture to cool to room temperature. Add a mixture of sodium methoxide (19.02 g, 1.1 eq), methanol (70 mL) and formamidine acetate (39.98 g, 1.2 eq). Stir at room temperature overnight. Cool the mixture in an ice bath and add 5 M aqueous hydrochloric acid, adjusting the pH to 3. Filter to give the title compound (41.00 g, 60%). MS (ES) m/z=213 [M]+.

Provenance & Evidence