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45849152590
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1H NMR) product.
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1H NMR) product.
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21
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45849112881
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The starting amides were prepared by the reaction of amines with acid chlorides
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The starting amides were prepared by the reaction of amines with acid chlorides.
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22
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45849127227
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The conversion of 8 into 9 required 15 min with 2% catalyst, 1 h with 1% catalyst and 28 h with 0.1% catalyst, all reactions being conducted at r.t.
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The conversion of 8 into 9 required 15 min with 2% catalyst, 1 h with 1% catalyst and 28 h with 0.1% catalyst, all reactions being conducted at r.t.
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23
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45849116507
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Data of selected compounds: 16: solid; mp 138-140°C 1H NMR (500 MHz, CDCl3, δ, 7.25-7.37 (m, 5 H, 5.55 (s, 1 H, 3.54 (s, 2 H, 2.31 (s, 1 H, 1.57 (s, 6 H, 13C NMR (125.8 MHz, CDCl3, δ, 169.9, 134.8, 129.2, 128.9, 127.2, 87.5, 69.1, 47.6, 44.4, 28.7. IR (CH2Cl2, 3309, 3215, 2099, 1642, 1540, 1221, 722 cm-1. HRMS: m/z calcd for C 13H15NONa, 224.1043; found: 224.1043. 17: solid; mp 192-193°C. 1H NMR (500 MHz, CDCl 3, δ, 7.26-7.34 (m, 5 H, 4.57 (d, J, 3.0 Hz, 1 H, 4.14 (d, J, 3.0 Hz, 1 H, 3.69 (s, 2 H, 1.35 (s, 6 H, 13C NMR (125.8 MHz, CDCl3, δ, 167.7, 134.2, 128.8, 128.7, 127.1, 82.3, 68.5, 34.8, 29.4. IR CH2Cl2, 2974, 2921, 1662, 1454, 1180, 1123 cm-1. HRMS: m/z calcd for C 13H15NONa
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3): δ = 8.23 (d, J = 9.0 Hz, 2 H), 7.93
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