Reaction #724811

Reaction equation

1D

3,4-dihydro-2,5-dimethyl-8-nitro-2H-1-benzopyran

hydrogen

→

8-amino-3,4-dihydro-2,5-dimethyl-2H-1-benzopyran

Solvents

THF

Conditions

Workup

1. 1
   DryingThe resulting mixture was dried (MgSO4)
2. 2
   Filtrationfiltered
3. 3
   Concentrationconcentrated to dryness

Procedure

A mixture of 27 g of 1D, 200 ml of THF and 2 g of activated Raney nickel catalyst was treated with hydrogen (40 psig) in a Parr shaker for 3 hours. The resulting mixture was dried (MgSO4), filtered and concentrated to dryness, to give 8-amino-3,4-dihydro-2,5-dimethyl-2H-1-benzopyran (1E), as an amber syrup.

Source