Reacción #64813

Ecuación de reacción

Magnesium sulfate

Benzofuran-2-carboxylic acid

lithium aluminum hydride

Sodium hydroxide

→

Benzofuran-2-methanol

Disolventes

water

ethyl ether

ethyl ether

water

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter recooling to 0° C.
2. 2
   workup.STIRRINGthe thick white suspension was stirred briskly for about 30 minutes
3. 3
   FiltraciónThe suspension was filtered through silica gel
4. 4
   Lavadothe filter cake was washed thoroughly with ethyl ether
5. 5
   ConcentraciónThe filtrate was concentrated
6. 6
   Otrodried under high vacuum
7. 7
   Otroto afford 4.15 g

Procedimiento

Benzofuran-2-carboxylic acid (4.59 g., 28.3 mmol) as a solution in dry ethyl ether (100 mL) was added dropwise over 15 minutes to a suspension of lithium aluminum hydride (4.3 g., 113 mmol) in ethyl ether (180 mL) at 0° C. The reaction mixture was stirred for 2 hours while warming to room temperature. After recooling to 0° C., 4.3 mL of water was added with extreme caution. Sodium hydroxide (4.3 mL, 15% in water) was then added followed by an additional 12.9 mL of water. Magnesium sulfate (about 10 g.) was added and the thick white suspension was stirred briskly for about 30 minutes. The suspension was filtered through silica gel and the filter cake was washed thoroughly with ethyl ether. The filtrate was concentrated and dried under high vacuum to afford 4.15 g. of the title A product as a light yellow oil.

Fuente