Ethyl 4,4,4-trifluoroacetoacetate → HCID 9965592, compound

Participants

Reaction Conditions

Reaction Steps

Equimolar amounts of 8-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepine 1-4 (0.18 g, 1.12 mmol), ethyl 4,4,4-trifluoroacetoacetate (0.205 g, 1.12 mmol), and zinc chloride (1.12 mL, 1M solution in Et2O) were combined in a pressure bottle with 10 mL absolute EtOH. The bottle was sealed and allowed to stir at 100° C. for overnight. The reaction darkened from a clear and colorless solution to a dark green solution. After cooling to rt, the reaction solution was absorbed onto silica gel and purified on an ISCO automated system affixed with a BIOTAGE flash 40(S) cartridge eluting 5–25% EtOAc in hexane to provide the desired product 1-5. Data for 1-5: HRMS Calcd (M+1) 284.0893; found 284.0901.

Provenance & Evidence