(±)-Methyl 2-[hydroxy(2-nitrophenyl)methyl]prop-2-enoate

¹H NMR (500 MHz, CDCl₃):  
δ 7.94 (dd, J 1.2/8.2 Hz, 1H), 
7.78 (d, 1H, J 7.9 Hz), 
7.61-7.67 (m, 1H), 
7.41-7.48 (m, 1H), 
6.36 (s, 1H), 
6.20 (s, 1H), 
5.72 (s, 1H), 
3.73 (s, 3H), 
3.08 (s, 1H, OH);

¹³C NMR (125 MHz, CDCl₃):  
δ 166.3, 
148.2, 
140.7, 
136.0, 
133.4, 
128.8, 
128.6, 
126.4, 
124.5, 
67.6, 
52.1;

(±)-Methyl 2-[hydroxy(2-nitrophenyl)methyl]prop-2-enoate (3): 92% yield, pale yellow oil; IR (film) ν_max/cm^-1: 3469, 1716, 1630, 1528, 1352;  

¹H NMR (500 MHz, CDCl₃): δ 7.94 (dd, J 1.2/8.2 Hz, 1H), 7.78 (d, 1H, J 7.9 Hz), 7.61-7.67 (m, 1H), 7.41-7.48 (m, 1H), 6.36 (s, 1H), 6.20 (s, 1H), 5.72 (s, 1H), 3.73 (s, 3H), 3.08 (s, 1H, OH);

¹³C NMR (125 MHz, CDCl₃): δ 166.3, 148.2, 140.7, 136.0, 133.4, 128.8, 128.6, 126.4, 124.5, 67.6, 52.1; 

HRMS (ESI TOF) 

Calcd. for C₁₁H₁₁NO₅[M + Na⁺]: 260.0529. Found: 260.0530.

J. Braz. Chem. Soc. vol.22 no.8 São Paulo Aug. 2011

http://dx.doi.org/10.1590/S0103-50532011000800022

http://www.scielo.br/scielo.php?pid=S0103-50532011000800022&script=sci_arttext 


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