Réaction #1483077

Équation de réaction

3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester

sodium hydroxide

methanol

water

→

3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid

Rendement 98.0%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Concentrationconcentrated in vacuo
2. 2
   workup.ADDITIONThe remaining residue was diluted with ethyl acetate (20 mL)
3. 3
   Lavagewashed with 1N HCl (20 mL)
4. 4
   SéchageThe organic layer was dried over MgSO4
5. 5
   Filtrationfiltered
6. 6
   Concentrationconcentrated

Mode opératoire

A solution of 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (69 mg, 0.17 mmol), sodium hydroxide (21 mg, 0.52 mmol), methanol (3 mL), water (1 mL) and THF (3 mL) was heated to 60° C. for 24 hr. The reaction solution was then cooled to room temperature and concentrated in vacuo. The remaining residue was diluted with ethyl acetate (20 mL) and washed with 1N HCl (20 mL). The organic layer was dried over MgSO4, filtered and concentrated to provide 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid (64 mg, 98% yield).

Source