Reaction #452473

Reaction equation

Ammonium formate

product

5-Nitro-2,3-dihydro-1,4-benzodioxin

→

product

Yield 74.0%

2,3-Dihydro-1,4-benzodioxin-5-amine

Yield 74.0%

Solvents

methanol

Conditions

Workup

1. 1
   Filtrationthe mixture was filtered
2. 2
   Otherevaporated in vacuo
3. 3
   Othertriturated with acetonitrile
4. 4
   OtherThe residue was purified by chromatography (silica; ether)

Procedure

Ammonium formate (3.40 g, 0.054 mol) and 10% palladium on charcoal (1.44 g) were added to a stirred solution of the product of example 12 (2.45 g, 0.0135 mol) in methanol (15 ml). After the considerable effervescence had ceased, the mixture was filtered, evaporated in vacuo and triturated with acetonitrile. The residue was purified by chromatography (silica; ether) to give the product (1.51 g).

Source