Formic Acid → HCID 86737106, compound

Participants

Reaction Steps

To a stirred solution of 39.9 g paraformaldehyde in formic acid (800 ml) and conc. H2SO4 (15 ml) under nitrogen and at 20° C. was added dropwise 132 g norbornadiene while keeping the temperature between 20°-25° C. After 1.5 hr the reaction was quenched by adding to 800 ml of ice-water. Extraction with ether (3×750 ml), washing the organic layer with water (1×250 ml), brine (3×250 ml) and drying (Na2SO4) afforded the crude 3-hydroxymethyl tricyclo [2.2.1.02,6- ]heptan-5-ol bisformate (1') as an oil. Distillation, after a forerum of bp. 40° C./15 mm, gave 235 g pure tricyclenebisformate, bp. 104° C./0.3 mm (84% yield).

Provenance & Evidence