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);
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) νmax/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)
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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