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ChemicalBook CAS DataBase List 8-Bromo-1-octanol
50816-19-8

8-Bromo-1-octanol synthesis

7synthesis methods
-

Yield:50816-19-8 100%

Reaction Conditions:

with hydrogen bromide in water;toluene for 8 h;Reflux;

Steps:

1 Step 1 : Preparation of 8-bromo-octanol
16 g (110 mmol) of octane diol have been dissolved in 250 ml toluene. After addition of 15.5 ml of HBr (137 mmol, 1.25 eq., 48% in water) the reaction mixture has been refluxed with a dean-stark receiver to remove the water from the reaction. After 8 hours the mixture was cooled to room temperature and was washed two times with distilled water and once with brine. After filtration over sodium sulfate and evaporation of the solvent the bromide was obtained in quantitative yield. In the NMR spectra, residual toluene was observed, which had no impact on the subsequent steps. D2o-c = 1.23 g/ml (lit: 1.22 g/ml) 13C NMR (CDC ; ppm): 62.95 (CH2OH), 34.04 (BrCH2CH2), 32.78/32.71 (BrCH2) and (CH2CH2OH), 29.23/28.73/28.09/25.65 (CH2)

References:

DENTSPLY DETREY GMBH;FIK, Christoph P.;KLEE, Joachim E.;SCHEUFLER, Christian;WEBER, Christoph WO2018/108948, 2018, A1 Location in patent:Page/Page column 55

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