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Sunday 14 September 2014

Methyl 2-(but-3-en-1-yl)oxazole-4-carboxylate



Inline image 5


Methyl 2-(but-3-en-1-yl)oxazole-4-carboxylate

: Rf 0.39 (80% EtOAc in PE);

 IR (neat, cm-1): 2955, 1733, 1642, 1586, 1437, 1322, 1196, 1142, 1109, 1001, 917, 805, 768; 


1H NMR (500 MHz, CDCl3): 
δ = 8.13 (1H, s; H3), 
5.81 (1H, tdd, J = 6.5, 10.1, 17.0; H7), 
5.05 (1H, qd, J = 1.4, 17.0; H8a), 
4.99 (1H, qd, J =1.4, 10.1; H8b), 
3.90 (3H, s; H9), 2.90 (2H, t, J = 7.8; H5), 
2.52 (2H, tdd, J = 1.4, 6.5, 7.8; H6); 

13C NMR (125 MHz, CDCl3): 
δ = 165.2 (C4), 161.7 (C1), 143.7 (C3), 136.0 (C7), 133.1 (C2), 116.2 (C8), 52.1 (C9), 30.7 (C6), 
27.5 (C5); 


HRMS (ESI) calculated for C9H12NO3+ [M+H]+ 182.0772, found 182.0801.
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