3-Butyn-2-ol, 2-methyl-4-(3-nitrophenyl)- → 3-Butyn-2-ol, 4-(3-aminophenyl)-2-methyl-

Participants

Reaction Steps

20 grams of 2-methyl-4-(3-nitrophenyl)-3-butyn-2-ol in 250 grams of isopropanol was hydrogenated in the presence of a cobalt polysulfide paste prepared as above for 1.25 hours at 110° C. and 1000 psig (6.9 MPa) of hydrogen pressure. After filtration, and evaporation of the solvent, the residue was crystallized from toluene to give 13.1 grams (77% yield, recovered) of 2-methyl-4-(3-aminophenyl)-3-butyn-2-ol, melting point 117° to 120° C.

Provenance & Evidence