Acetic Anhydride → HCID 57552284, compound

Participants

Reaction Conditions

Reaction Steps

In a 2 L flask, 2-(4-amino-3-methylphenoxy)-5-fluorobenzonitrile (277.1 ml, 221.7 mmol) was taken up in toluene (0.8 M) and treated with potassium acetate (26.11 g, 266.0 mmol) at ambient temperature. The reaction mixture was cooled to 0° C. and acetic anhydride (63.91 mL, 676.1 mmol) was added over 2 minutes. The ice bath was removed, the flask was fitted with a reflux condenser and the reaction was heated to 40° C. Isoamyl nitrite (59.29 mL, 443.3 mmol) was added dropwise. The reaction was heated to reflux for 15 hours, cooled to ambient temperature, and concentrated. The resulting solids were suspended in 2 L water, stirred vigorously for 15 minutes, filtered, and washed with water (1 L). The resulting solid (75 g, still wet) was used directly in the next step.

Provenance & Evidence