Reacción #43775

Ecuación de reacción

(S)-2-bromophenylalanine

K2CO3

→

(S)-2,3-dihydro-1H-indole-2-carboxylic acid

Disolventes

H2O

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe reactor was flushed with argon
2. 2
   workup.WAITAfter 22 h full conversion of (S)-2-bromophenylalanine was found
3. 3
   TemperaturaThe reaction mixture was cooled to 25° C.

Procedimiento

A flask was charged successively with 366 mg (1.5 mmol) (S)-2-bromophenylalanine, 217 mg (1.6 mmmol) K2CO3 and 3 g H2O. The reactor was flushed with argon and then kept under a slow stream of argon. The reaction mixture was stirred and heated until 95° C. and kept at this temperature. Samples were taken regularly and analyzed by HPLC. After 5 h hour the conversion was approximately 37%. After 22 h full conversion of (S)-2-bromophenylalanine was found. The reaction mixture was cooled to 25° C. and analyzed by HPLC. The yield in solution of (S)-2,3-dihydro-1H-indole-2-carboxylic acid was 95.6%, ee>99%.

Fuente