Reacción #55566

Ecuación de reacción

9-keto-15-hydroxy-19-methyl-prosta-13,18-dienoic acid, methyl ester

NaOH

→

9-keto-15-hydroxy-19-methyl-prosta-13,18-dienoic acid

Rendimiento 91.5%

Disolventes

water

methanol

water

Condiciones de reacción

Tratamiento posterior

1. 1
   Extracciónextracted with diethyl ether (10 ml)
2. 2
   Extracciónextracted with diethyl ether (3×15 ml)
3. 3
   LavadoThe ethereal solution is washed with water to neutrality
4. 4
   Secadodried over sodium sulphate
5. 5
   Otrothe solvent evaporated in vacuo

Procedimiento

The solution of 0.5 g of 9-keto-15-hydroxy-19-methyl-prosta-13,18-dienoic acid, methyl ester, 0.170 g of NaOH in water (1.5 ml), methanol (4.5 ml) is left for two hours at room temperature under nitrogen, then diluted with water (22 ml) and extracted with diethyl ether (10 ml). The aqueous layer is acidified (congo red) with HCl (5%), then extracted with diethyl ether (3×15 ml). The ethereal solution is washed with water to neutrality, dried over sodium sulphate and the solvent evaporated in vacuo to yield 0.44 g of 9-keto-15-hydroxy-19-methyl-prosta-13,18-dienoic acid (oil).

Fuente