Reacción #542710

Ecuación de reacción

Benzo[1,3]dioxole-2-carboxylic acid amide

Lithium aluminum hydride

water

→

C-benzo[1,3]dioxol-2-yl-methylamine

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroto destroy the excess LAH
2. 2
   workup.ADDITIONAqueous sodium hydroxide (3.0 M, 100 mL) was added
3. 3
   Extracciónthe solution was extracted with ethyl acetate (3×100 mL)
4. 4
   LavadoThe combined organic solution was washed with water
5. 5
   Secadodried over MgSO4
6. 6
   OtroThe solvent was evaporated

Procedimiento

Benzo[1,3]dioxole-2-carboxylic acid amide (5.44 g, 32.9 mmol) was dissolved in tetrahydrofuran (THF, 100 mL). Lithium aluminum hydride (LAH, 1M in THF, 39.5 mL, 39.5 mmol) was added slowly to the solution at room temperature. The reaction was stirred at room temperature for 24 hours. Distilled water was added to destroy the excess LAH. Aqueous sodium hydroxide (3.0 M, 100 mL) was added and the solution was extracted with ethyl acetate (3×100 mL). The combined organic solution was washed with water and dried over MgSO4. The solvent was evaporated to yield C-benzo[1,3]dioxol-2-yl-methylamine as a colorless oil.

Fuente