Hydrazine hydrate (1:1) → HCID 67367864, compound

Participants

Reaction Steps

A solution of 40 g (119 mmol) of 4-(3-t-butyl-4-chlorphenoxy)-2,5-dimethylnitrobenzene in 30 ml of n-propanol was treated dropwise with hydrazine hydrate (17.3 ml, 356 mmol), then Pd/C was added (5% on charcoal, 400 mg, 0.2 mmol of Pd) and the mixture was heated to reflux for 10 hrs. After cooling to room temperature the mixture was filtrated, the residue was washed with methanol and the combined filtrates were evaporated. The residue was dissolved in dichloromethane, and the solution was extracted several times with water in order to remove remaining n-propanol. The organic phase was dried over Na2SO4, filtrated and evaporated. Yield: 32 g (87%); log P (pH 2.3)=4.38.

Provenance & Evidence