Triethylamine → HCID 67916039, compound

Participants

Reaction Steps

N,N'-Carbonyldiimidazole (1.13 g) is added to a solution of 2-(3-methylphenyl)acetic acid (1.05 g) in dry dichloromethane (30 cc), cooled to +5° C. The mixture is stirred for 35 minutes at +5° C. and a solution of (3aRS,7aRS)-7,7-diphenyl-4-perhydroisoindolone hydrochloride (2.3 g) and triethylamine (0.98 cc) in dichloromethane (20 cc) is then added. The reaction mixture is stirred at 20° C. for 16 hours, then washed with distilled water (2×50 cc), dried over magnesium sulphate and filtered and the filtrate is concentrated to dryness under reduced pressure (2.7 kPa). The residue is crystallized by dissolving in boiling ethyl acetate (10 cc). The crystals are drained, dried and recrystallized from a mixture of acetonitrile (8 cc) and isopropyl ether (7.5 cc). The crystals are drained, washed with isopropyl ether (10 cc) and dried. (3aRS,7aRS)-2-[(3-methylphenyl)acetyl]-7,7-diphenyl-4-perhydroisoindolone (1.37 g) melting at 184° C. is obtained.

Provenance & Evidence