Formaldehyde → HCID 53312154, compound

Participants

Reaction Steps

(S)-3-Benzoyl-5-biphenyl-4-ylmethyl-1-((E)-styryl)-pyrrolidin-2-one (4a, R1=styryl, R4=phenyl) (54.3 g, 118.8 mmol) is dissolved in 120 mL of anhydrous tetrahydrofuran, add paraformaldehyde (4.28 g, 142.6 mmol), iPr2NEt (20.0 g, 154.5 mmol) and anhydrous Lithium chloride (2.56 g, 59.4 mmol), reflux for 2 h under nitrogen atmosphere. The reaction mixture is cooled to room temperature, add 200 mL of toluene, wash with 5% HCl(aq), saturated Na2CO3 and brine, dry over anhydrous Na2SO4, evaporate the solvent under vacuum to give (R)-5-Biphenyl-4-ylmethyl-3-methylene-1-((E)-styryl)-pyrrolidin-2-one (1a, R1=styryl). Spectroscopic data as Example 23, Method 1.

Provenance & Evidence