Reacción #1827

Ecuación de reacción

NaCl

Hydrazine hydrate

KOH

2-[2-oxo-2-(3-thienyl) ethyl]malonic acid

HCl

→

oil

Rendimiento 87.6%

4-(3-thienyl)butyric acid

Rendimiento 87.6%

Disolventes

ethylene glycol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThis solution was heated
2. 2
   Temperaturaat reflux for 6 hours
3. 3
   Otrothe crude reaction mixture
4. 4
   Extracciónextracted with ether (3×70 mL)
5. 5
   SecadoThe combined organic extracts were dried over Na2SO4
6. 6
   Concentraciónconcentrated, in vacuo

Procedimiento

Hydrazine hydrate (1.3 mL, 1.34 g, 26.8 mmol) was added dropwise to a solution of KOH (3.54 g, 63 mmol) and 2-[2-oxo-2-(3-thienyl) ethyl]malonic acid 8(c) (4.00 g, 17.5 mmol) in ethylene glycol (30 mL). This solution was heated at reflux for 6 hours. After cooling to room temperature, the crude reaction mixture was poured into a mixture of 6N HCl (50 mL) and ice (200 g). This aqueous mixture was saturated with NaCl, then extracted with ether (3×70 mL). The combined organic extracts were dried over Na2SO4 and concentrated, in vacuo, to provide an orange oil (2.61 g) of sufficient purity to be employed in the subsequent reaction without any further purification.

Fuente