Reacción #1973918

Ecuación de reacción

methyl 1-(ethoxymethyl)-1H-indole-4-carboxylate

sodium hydroxide

→

title compound

Rendimiento 96.7%

1-(ethoxymethyl)-1H-indole-4-carboxylic acid

Rendimiento 96.7%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe volatiles are removed in vacuo
2. 2
   Extracciónextracted with EA (2×700 mL)
3. 3
   LavadoThe combined extracts are washed with aqueous saturated sodium chloride (2×250 mL)
4. 4
   Secadodried over anhydrous Na2SO4
5. 5
   Concentraciónconcentrated

Procedimiento

To a solution of methyl 1-(ethoxymethyl)-1H-indole-4-carboxylate (135 g, 0.58 mol) in methanol (2 L) is added aqueous sodium hydroxide (68 g, 1.74 mol in 340 mL of H2O). The reaction mixture is stirred at 50° C. for 3 h. The volatiles are removed in vacuo. The residue is acidified with HCl (2 M) until pH=3-4, then extracted with EA (2×700 mL). The combined extracts are washed with aqueous saturated sodium chloride (2×250 mL), dried over anhydrous Na2SO4, and concentrated to yield the title compound (123 g, 96%). MS (m/z): 220 (M+H)+.

Fuente