تفاعل #2028948

معادلة التفاعل

ethyl 3-oxo-3-(2,3,4,5-tetrafluorophenyl)propanoate

acetic anhydride

triethyl orthoformate

2-Amino-2-methylpropan-1-ol

→

(Z)-ethyl 3-(1-hydroxy-2-methylpropan-2-ylamino)-2-(2,3,4,5-tetrafluorobenzoyl)acrylate

المذيبات

EtOH DCM

ظروف التفاعل

المعالجة

1. 1
   تركيزThe mixture was concentrated in vacuo
2. 2
   أخرىdried under high vacuum for 5 hours
3. 3
   أخرىthe solvent was removed by evaporation
4. 4
   أخرىthe product was freeze-dried
5. 5
   أخرىto yield 7
6. 6
   أخرىas a yellow solid (11.9 g crude) that was used in the next step without further purification

الإجراء التجريبي

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.

المصدر