Reaction #53005

Reaction equation

hydrochloric acid

1-acetyl-2-indolinone

benzoic acid

TBTU

HOBt

N-ethyl-N,N-diisopropyl-amine

→

1-acetyl-3-(1-hydroxy-1-phenyl-methylidene)-2-indolinone

Solvents

DMF

Conditions

Workup

1. 1
   Filtrationfiltered
2. 2
   Otherdried at 60° C.

Procedure

880 mg (5 mmol) of 1-acetyl-2-indolinone and 610 mg (5 mmol) of benzoic acid are dissolved in 15 ml of DMF and after the addition of 1.8 g (5.5 mmol) of TBTU, 840 mg (5.5 mmol) of HOBt and 3.2 g (25 mmol) of N-ethyl-N,N-diisopropyl-amine are stirred for 16 hours at ambient temperature. The solution is stirred into dilute hydrochloric acid, the precipitate is suction filtered and dried at 60° C.

Source