Triethylamine → HCID 12018137, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of N-methylindole (1.16 mL, 9.1 mmol) in diethyl ether (70 mL) at 0° C. was added dropwise oxalyl chloride (0.83 mL, 1.1 eq.). After the additon, the reaction mixture was stirred at 0° C. for 15 min., and the volatiles were removed under vacuo. The residue was re-dissolved in dichloromethane (70 mL) and triethylamine (2.3 mL, 2 eq.) was added. The reaction mixture was cooled to 0° C. and a solution of 3-(3-chloro-propyloxy)phenylacetic acid (2.73 g, 10 mmol) in dichloromethane (70 mL) was added dropwise. The resulting mixture was stirred at 0° C., and then allowed to warm up to room temperature overnight. Volatiles were removed under vacuo and the residue was purified on a silica gel column with dichloromethane to give 3-(1-methylindol-3-yl)-4-[3-(3-chloropropyloxy)phenyl]furan-2,5-dione (1.1 g).

Provenance & Evidence