Carbon tetrabromide → HCID 86719449, compound

Participants

Reaction Steps

5 ml of methylene chloride and CBr4 (4.97 g, 15.0 mmol) were slowly added to 4-{3-(triallylsilyl)propyl}benzyl alcohol (5) (3.0 g, 10.0 mmol) and triphenylphosphine (PPh3) (3.93 g, 15.0 mmol) under a nitrogen atmosphere, and the mixture was stirred for 1 hour. Cooled distilled water was added to the reaction mixture. The aqueous layer was extracted with methylene chloride, and the combined organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated under a reduced pressure to give a crude product. The crude product was purified by separating by silica gel column chromatography (elution solvent: n-hexane/ethyl acetate=20/1) to give 4-{3-(triallylsilyl)propyl}benzyl bromide (6) (yield amount: 2.80 g, yield: 77%), as shown in the following chemical reaction formula.

Provenance & Evidence