C[O:2][C:3](=O)[N:4]([CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[Br:18])[CH2:5][CH2:6][O:7]CC.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O.C(=O)([O-])O.[Na+]>ClCCl.CN(C)C1C=CN=CC=1>[Br:18][C:13]1[CH:14]=[CH:15][CH:16]=[C:17]2[C:12]=1[CH2:11][CH2:10][N:4]([CH2:5][CH2:6][OH:7])[C:3]2=[O:2]
1.5 g of methyl[2-(2-bromophenyl)ethyl](2-ethoxyethyl)carbamate are dissolved under an inert atmosphere in 140 cm3 of dichloromethane at a temperature close to 20° C. 1.6 g of 4-dimethylaminopyridine are added to the reaction mixture, which is cooled to a temperature in the vicinity of 0° C. 3.7 cm3 of trifluoromethanesulfonic anhydride in solution in 15 cm3 of dichloromethane are poured in to the reaction mixture over 30 min. The suspension is kept stirring for 1 h at 0° C., then for 48 h at a temperature close to 20° C. 100 cm3 of a saturated aqueous solution of sodium hydrogen carbonate are added to the reaction medium. Stirring is continued for 1 h at a temperature close to 20° C. After decanting, the organic phase is washed with 100 cm3 of a 20% aqueous solution of acetic acid then with 150 cm3 of a saturated aqueous solution of sodium hydrogen carbonate, dried over magnesium sulfate, filtered and concentrated using a rotary evaporator under reduced pressure (5 kPa). The crude product obtained is purified by filtration through a bed of silica of 20 g. The latter is washed with 100 cm3 of ethyl acetate. The filtrate is concentrated using a rotary evaporator under reduced pressure (5 kPa). 0.8 g of 5-bromo-2-(2-hydroxyethyl)-3,4-dihydroisoquinolin-1(2H)-one is obtained in the form of a beige oil.
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