Cyanogen Bromide as a Useful Brominating Agent, Synthesis of α-Bromo-β-Aminoenones

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• 1H-NMR data (CDC13) in ppm (OG) from TMS, are as follow: 2a:2.20 (s, 3H, 2.40 (s, 3H). 2b: 1.08 (t, 3H), 2.20 (s, 3H),2.68 (q,2H). 2c: 0.98 (t, 3H), 1.62 (m, 2H), 2.20 (s, 3H), 2.70 (9, 2H). 2d: 1.18 (d, 6H), 2.20 (s, 3H), 3.20 (m, 1H). 2e: 2.18 (s, 3H), 2.97 (m, 4H), 7.26 (m, 5H). 2f: 2.20 (s, 3H), 2.50 (s, 3H), 7.25 (m, 5H)
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• Ms (M/e, rel. intensity). 2a: 179 (55.0), 177 (56.0) 69 (100). 2b: 193 (23.1), 191 (23.4), 178 (100). 2c: 197 (18.2, 195 (18.6), 182 (100). 2d: 197 (21.7), 195 (22.4), 182 (100). 2e: 269 (7.1), 267 (7.2), 84 (100). 2f: 255 (19.5), 253 19.8), 132 (100)
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• Analytical data were: 2a calc. for C5 H8 BrNO; C: 33.73; H: 4.53; N: 7.87. Found C: 33.70; H: 4.49; N: 7.86. 2b calc. For C6 H10 BrNO; C: 37.52; H: 5.25; N: 7.29. Found C: 37.49; H: 5.20; N: 7.30. 2c calc. for C7 H12 BrNO; C: 40.80; H: 5.87; N: 6.79. Found C: 40.77; H: 5.82; N: 6.81. 2d calc. for C7 H12 BrNO; C: 40.80; H: 5.87; N: 6.79. Found C: 40.87; H: 5.85; N: 6.83. 2e calc. for C12 H14BrNO; C: 53.75; H: 5.26; N: 5.22. Found C: 53.72; H: 5.25; N: 5.24. 2f calc. for C11 H12BrNO; C: 51.99; H: 4.76; N: 5.51. Found C: 51.95; H: 4.73; N: 5.50
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