Pyrrolidine → HCID 54319926, compound

Participants

Reaction Steps

19.1 g (98.3 mmol) of 3-formyl-4-methoxybenzoic acid methyl ester (from Example 37) were added to a room temperature suspension of 25.0 g (98.3 mmol) of 6-benzyloxychroman-4-one and 8.21 mL (98.3 mmol) of pyrrolidine in 350 mL CH3OH. After stirring 20 hours at room temperature, the reaction mixture was filtered, washed two times with CH3OH and the precipitate dried under vacuum to give 33.93 of the title product as a yellow powder. Mp: 167°-169° C. 80% yield. 1H NMR (300 m Hz, CDCl3): δ3.93 (s, 3H); 3.91 (s, 3H); 12 aromatic resonances δ6.8→8.1.

Provenance & Evidence