Acetic Anhydride → HCID 178472003, compound

Participants

Reaction Conditions

Reaction Steps

A stirred solution of commercially available ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate (6) (15 g, 56.8 mmol), acetic anhydride (13.4 mL, 142 mmol) and triethyl orthoformate (14.1 mL, 18 mmol) was heated at 120° C. for 1.5 h. The mixture was concentrated in vacuo and dried under high vacuum for 5 hours. 10.1 g (31.5 mmol) of the crude product were dissolved in EtOH/DCM (30 mL) and cooled to 0° C. 2-Amino-2-methylpropan-1-ol (3.36 mL, 34.7 mmol) was added very slowly to this solution. After 30 minutes, the solvent was removed by evaporation and the product was freeze-dried to yield 7, as a yellow solid (11.9 g crude) that was used in the next step without further purification.

Provenance & Evidence