Reacción #1106681

ord-e312b6e2b9cd415fa3d6eed75d8565e7

Ecuación de reacción

NC(=O)C1Oc2ccccc2O1
Benzo[1,3]dioxole-2-carboxylic acid amide
[Al+3].[H-].[H-].[H-].[H-].[Li+]
Lithium aluminum hydride
O
water
NCC1Oc2ccccc2O1
C-benzo[1,3]dioxol-2-yl-methylamine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

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

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08716231B2uspto-grants-2014_05