8-bromo-1,4-dioxaspiro[4.5]decane

A magnetically stirred 1,4-dioxaspiro[4.5]decan-8-ol solution in dry CH2Cl2 was treated with carbon tetrabromide, and the resulting mixture cooled to 0 °C. Triphenylphosphine was added, and the stirring continued at 0 °C under a nitrogen atmosphere for 5 h. After that, H2O and CH2Cl2 were added to the reaction mixture, the organic phase separated, and the aqueous phase extracted with CH2Cl2 (1 x). The combined organic fractions were dried, filtered, and concentrated under reduced pressure. The ensuing residue was subjected to flash chromatography to afford 8-bromo-1,4-dioxaspiro[4.5]decane as a colorless oil.