1,4-Dioxane → HCID 21951487, compound

Participants

Reaction Conditions

Reaction Steps

Into a 500 mL Erlenmeyer flask equipped with a stir bar was placed (2,6-dinitro-4-trifluoromethylphenyl)diphenylphosphine oxide (6.48 g, 0.0149 mol) and 1,4-dioxane (100 mL). The mixture was cooled in an ice bath to ˜10° C. A solution of stannous chloride dihydrate (31.22 g, 0.1384 mol) in concentrated hydrochloric acid (130 mL) was added dropwise over ˜1 hour. Once the addition was complete, the mixture was allowed to warm to room temperature with stirring. After ˜16 hours, the crude amine salt was collected via filtration, added to ice water and basified to a pH of ˜10 with ammonium hydroxide. The crude solid was isolated by filtration, washed with water, and air dried at room temperature to afford 5.11 g (91% crude yield) of a white powder. The solid exhibited a sharp endothermic peak at 172° C. as determined by differential scanning calorimetry (DSC) at a heating rate of 10° C./min. Recrystallization from ˜50% aqueous ethanol afforded tan plates (3.86 g, 69% yield) exhibiting a sharp endothermic peak at 174.17° C. by DSC.

Provenance & Evidence