4-Nitroaniline → 2,2,4,6,7-Pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-amine

Participants

Reaction Conditions

Reaction Steps

4-Nitroaniline (0.16 g) was dissolved in 2N hydrochloric acid (3 mL) at 60° C., and then cooled to 0 to 5° C. To the resultant solution was added sodium nitrite (79 mg), and stirred for 15 minutes. To the mixture were added 2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran (0.27 g) and a solvent (3 mL), and stirred under a nitrogen atmosphere. After completion of the reaction, a sample was taken from the mixture and its composition was measured with HPLC (*1). Solvents, reaction conditions and results of measurement are shown in Table 1.

Provenance & Evidence