Hydrogen Bromide → HCID 22630496, compound

Temperature

100 °C

To a mixture of 15.22 g of 8-(nonafluorobutyl)-1-octanol and 200 mL of 48 weight percent hydrobromic acid was slowly added 20 mL of concentrated sulfuric acid. The reaction mixture was heated at 100° C. for 18 hr and poured into 800 mL of water. The mixture was extracted with 2×200 mL portions of hexanes, and the combined organic phases were washed with 2×200 mL portions of saturated aqueous sodium bicarbonate, 2 ×200 mL portions of 3 formal aqueous sodium thiosulfate, and one 100 mL portion of brine, and then dried over anhydrous magnesium sulfate. The solution was concentrated to a dark liquid, which was eluted through 2 inches (5 cm) of silica with 500 mL of hexanes. Concentration of the eluent yielded a clear, light yellow liquid, and bulb-to-bulb distillation gave 9.14 g of 1-bromo-8-(nonafluorobutyl)octane as a clear, light yellow liquid, b.p. 105-110° C. at 0.05 torr (7 Pa).

1. extractionThe mixture was extracted with 2×200 mL portions of hexanes
2. washthe combined organic phases were washed with 2×200 mL portions of saturated aqueous sodium bicarbonate, 2 ×200 mL portions of 3 formal aqueous sodium thiosulfate, and one 100 mL portion of brine
3. dry with materialdried over anhydrous magnesium sulfate
4. concentrationThe solution was concentrated to a dark liquid, which
5. washwas eluted through 2 inches (5 cm) of silica with 500 mL of hexanes
6. customConcentration of the eluent yielded a clear,
7. distillationlight yellow liquid, and bulb-to-bulb distillation

ORD record

ord-39859d7db6fc41df88730e8cdae3684a

Source dataset

uspto-grants-2004_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06824882B2