Sulfuric Acid → HCID 86639440, compound

Participants

Reaction Steps

2-Ethoxy-4-(4-(1,1,1,3,3,3-hexafluoro-2-(methoxymethoxy)propan-2-yl)-2-propylphenoxy)-1-vinylbenzene (53 mg, 0.108 mmol) was dissolved in dioxane (100 μL). The resultant was added with a mixed aqueous solution of sodium bromide (16 mg, 0.151 mmol) and sodium bromate (11 mg, 0.0753 mmol) (water 200 μL) at room temperature, and then added with concentrated sulfuric acid (6.4 μL, 0.118 mmol). The resultant mixture was stirred at room temperature for 3.5 hours and extracted with chloroform. The organic layer was washed with a saturated aqueous solution of sodium thiosulfate and brine, dried over sodium sulfate, and concentrated in vacuo. The obtained residue was purified using silica-gel column chromatography (n-hexane/ethyl acetate), and 2-bromo-1-{5-bromo-2-ethoxy-4-[2-propyl-4-(2,2,2-trifluoro-1-methoxymethoxy-1-trifluoromethyl-ethyl)-phenoxy]-phenyl}-ethanol (49 mg, yield 68%) was obtained as a yellow oil.

Provenance & Evidence