Réaction #43773

Équation de réaction

(S)-2-bromophenylalanine

K2CO3

→

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

Solvants

H2O

Conditions de réaction

Traitement

1. 1
   AutreThe reactor was flushed with argon
2. 2
   TempératureThe reaction mixture was cooled to 25° C.

Mode opératoire

A flask was charged successively with 366 mg (1.5 mmol) (S)-2-bromophenylalanine, 217 mg (1.6 mmol) K2CO3, 3 mg (0.03 mmol) CuCl and 3.4 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 2 hour 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 81.1%, ee>99%.

Source