Acetic Anhydride → HCID 53974310, compound

Ethyl 2,4,5-trifluoro-3-isopropyloxybenzoylacetate (2.9 g) was stirred together with ethyl orthoformate (2.4 g) and acetic anhydride (2.8 g) at 140° C. for 1 hour while removing distillate. The reaction mixture was concentrated under reduced pressure at the same temperature. After the residue was allowed to cool, a process of adding toluene (10 ml) to the residue and then concentrating the mixture under reduced pressure was conducted twice repeatedly. Ethyl 3-ethoxy-2-(2,4,5-trifluoro-3-isopropyloxybenzoyl)acrylate obtained as the residue was dissolved in chloroform (20 ml). N-(tert-Butoxycarbonyl)-2,4-difluoro-m-phenylenediamine (900 mg) was added to a half of this solution. The resultant mixture was concentrated under reduced pressure. Anhydrous potassium carbonate (1.3 g) and N,N-dimethylformamide (2.5 ml) were added to the resultant residue, and the mixture was stirred at 90° C. for 10 minutes. The reaction mixture was allowed to cool, and chloroform (50 ml) and distilled water (300 ml) were added to conduct liquid separation. A chloroform layer was washed twice with distilled water (300 ml), dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. Deposits were dispersed in ethanol, collected by filtration and washed with ethanol to obtain the title compound (1.18 g) as a pale yellow powder.

1. customwhile removing distillate
2. concentrationThe reaction mixture was concentrated under reduced pressure at the same temperature
3. temperatureto cool
4. concentrationa process of adding toluene (10 ml) to the residue and then concentrating the mixture under reduced pressure

ORD record

ord-76efda6385164be1bdd8cfe99b01b257

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06136823