Reacción #50476

Ecuación de reacción

compound

4- Chloro-2-(2-methoxy-1-methyl-2-oxoethoxy)benzoic acid, methyl ester

sodium hydride

ammonium chloride

ether

→

desired product

Rendimiento 44.4%

6-chloro-2-methyl-3(2H)-benzofuranone

Rendimiento 44.4%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas heated
2. 2
   SecadoThe ether solution was dried over magnesium sulfate
3. 3
   Otroevaporated

Procedimiento

A mixture of the compound of Example 7, Step A, (6.7 g) and sodium hydride (60% in oil, 1.5 g) was heated to reflux in tetrahydrofuran (50 ml). It Was then allowed to cool to room temperature over 1.5 hrs. The cooled mixture was treated with aqueous ammonium chloride solution and ether. The ether solution was dried over magnesium sulfate and then evaporated. The oil was subjected to chromatography on silica gel with hexanes/ethyl acetate (25:1) as the eluent. The desired product (1.99 g) was obtained as a low melting solid. NMR: 7.6 (d, 1H), 7.1 (m 2H), 4.7 (q, 1H), 1.55 (d, 3H).

Fuente