Water → 1-(2H-1,3-Benzodioxol-2-yl)methanamine

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.

1. customto destroy the excess LAH
2. additionAqueous sodium hydroxide (3.0 M, 100 mL) was added
3. extractionthe solution was extracted with ethyl acetate (3×100 mL)
4. washThe combined organic solution was washed with water
5. dry with materialdried over MgSO4
6. customThe solvent was evaporated

ORD record

ord-aa86b5ae5fca44d9aec7920d78c38b3c

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08691867B2