Toluene → HCID 13772931, compound

Participants

Reaction Steps

Into a 250 milliliter reaction flask equipped with a magnetic stirrer was added 10.04 grams (0.044 moles) of 3,4,5-trichloronitrobenzene, 8.16 grams (0.044 moles) of 2-phenylbenzyl alcohol, 1.29 grams (0.004 moles) of tetra-N-butylammonium bromide, 80 milliliters of toluene and aqueous sodium hydroxide (5.28 grams in 6.6 milliliters of water). The resulting mixture was stirred vigorously at ambient temperature overnight. The mixture was then diluted with water and filtered. The layers were separated and the organic layer was washed twice with water and finally once with a saturated aqueous sodium chloride solution. After drying over anhydrous sodium sulfate, the mixture was concentrated under vacuum to give a red-orange oil which was stirred into hexane. Crystallization from the hexane and filtration afforded a yellow-orange powder having a melting point of 83.0° C.-84.5° C.

Provenance & Evidence