4-Chlorophenethyl alcohol

Chlorophenethyl alcohol N-Bromosuccinimide Peracetic acid Potassium carbonate Imidazole Triethylamine Sodium hydroxide Methanesulfonyl chloride... 

A stirred solution of 4-chlorophenethyl alcohol (131.0 g) and triphenylphosphine (241.3 g) in dry THF (500 ml) at 0°C was treated portion-wise over 30 min with N-bromosuccinimide (163.75 g). The resulting black solution was stirred overnight at room temperature, whereupon the THF was evaporated and the residue stirred with ether. The solution was filtered and the filtrate evaporated and treated with hexane. The stirred mixture was filtered, evaporated, and the residue distilled under reduced pressure to give 100.0 g of 4-chlorophenethyl bromide as a colorless liquid, boiling point 85°C... 

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