1-Chloro-4-nitrobenzene → 2,6-Ditert-butyl-4-(4-nitrophenyl)phenol

Participants

Reaction Steps

8.40 g (40.7 mmol) 2,6-di-tert-butylphenol was dissolved in 100 ml dried DMSO. 8 g (58 mmol) potassium carbonate and 8.5 g (54 mmol) p-chloronitrobenzene were added into the DMSO solution. The DMSO solution was heated to 100˜120° C. for 12 hrs with stirring. Then the reaction mixture was allowed to cool to room temperature and poured into distilled water. The aqueous solution was acidified to pH 2˜4 and yellow precipitate was collected by filtration. The yellow precipitate was washed with water and dried. The crude yield was 92%. The yellow precipitate was purified by recrystallizing in cyanomethane, mp 157˜160° C. Elemental Anal. Calcd.: C, 73.40; H, 7.64; N, 4.28. Found: C, 73.25; H, 7.58; N, 4.25%.

Provenance & Evidence