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ChemicalBook CAS DataBase List 1-(broMoMethyl)-4-((trifluoroMethyl)sulfonyl)benzene
118089-89-7

1-(broMoMethyl)-4-((trifluoroMethyl)sulfonyl)benzene synthesis

5synthesis methods
-

Yield:118089-89-7 91%

Reaction Conditions:

with phosphorus tribromide in diethyl ether at 0 - 20;

Steps:

4.1.19 4-(Trifluoromethylsulfonyl)benzyl bromide (23)

To a stirring solution of 4-(trifluoromethylsulfonyl)benzyl alcohol 22 (430 mg, 1.79 mmol) in diethyl ether (50 ml) at 0 °C, was added PBr3 (162 mg, 0.6 mmol). The cooling bath was removed and the reaction continued overnight at room temperature, before partitioning between water and diethyl ether. The organic layer was dried over solid NaOH and reduced in vacuo to afford 495 mg (91% yield) of 4-(trifluoromethylsulfonyl)benzyl bromide 23.

References:

Sandham, David A.;Arnold, Nicola;Aschauer, Heinrich;Bala, Kamlesh;Barker, Lucy;Brown, Lyndon;Brown, Zarin;Budd, David;Cox, Brian;Docx, Cerys;Dubois, Gerald;Duggan, Nicholas;England, Karen;Everatt, Brian;Furegati, Marcus;Hall, Edward;Kalthoff, Frank;King, Anna;Leblanc, Catherine J.;Manini, Jodie;Meingassner, Josef;Profit, Rachael;Schmidt, Alfred;Simmons, Jennifer;Sohal, Bindi;Stringer, Rowan;Thomas, Matthew;Turner, Katharine L.;Walker, Christoph;Watson, Simon J.;Westwick, John;Willis, Jennifer;Williams, Gareth;Wilson, Caroline [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 21,p. 6582 - 6591]