Hydrogen Bromide → 14-Bromo-1-tetradecanol

1,14-Tetradecandiol (1.5 g) was dissolved in 16.5 ml of cyclohexane, and 57% aqueous hydrobromic acid solution (16.5 ml) was added to this solution. The reaction mixture was refluxed for six hours while stirring. After the reaction, the mixture was extracted three times with diethyl ether. The organic layer was neutralized with saturated sodium hydrogen carbonate solution, washed with saline solution, dried over magnesium sulfate, and filtered, and the solvent was distilled off under reduced pressure. Purification of the residue by silica gel flash chromatography (hexane:ethyl acetate=7:3) gave 14-bromotetradecan-1-ol as white crystals at a 67% yield.

1. temperatureThe reaction mixture was refluxed for six hours
2. customAfter the reaction
3. extractionthe mixture was extracted three times with diethyl ether
4. washwashed with saline solution
5. dry with materialdried over magnesium sulfate
6. filtrationfiltered
7. distillationthe solvent was distilled off under reduced pressure
8. customPurification of the residue by silica gel flash chromatography (hexane:ethyl acetate=7:3)

ORD record

ord-4077f7eb98eb4a8f980d641aa157079d

Source dataset

uspto-grants-2011_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07893304B2