Reaction #155319

ord-999ed3c345a447ad8033f1b12b11238b

Reaction equation

Cc1cc(N)c2occc2c1
5-Methylbenzofuran-7-ylamine
CCO
ethanol
Cc1cc(N)c2c(c1)CCO2
5-methyl-2,3-dihydrobenzofuran-7-ylamine
Yield 87.6%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherfollowed by conduction of catalytic reduction at room temperature under ordinary pressure
  2. 2
    OtherThe catalyst was removed by celite filtration
  3. 3
    Othercondensed under reduced pressure
  4. 4
    Dryingdried over anhydrous magnesium sulfate
  5. 5
    Concentrationconcentrated to dryness under reduced pressure

Procedure

5-Methylbenzofuran-7-ylamine (1.3 g, 8.8 mmol) and 10% palladium carbon (500 mg) were added to ethanol (50 ml), followed by conduction of catalytic reduction at room temperature under ordinary pressure. The catalyst was removed by celite filtration, and the obtained filtrate was condensed under reduced pressure. The residue was dissolved in dichloromethane, dried over anhydrous magnesium sulfate, and then concentrated to dryness under reduced pressure, giving a white powder of 5-methyl-2,3-dihydrobenzofuran-7-ylamine (1.15 g, yield: 87%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE045108E1uspto-grants-2014_09