(R)-2-(2-hydroxy-1-phenylethyl)isoindoline-1,3-dione

Equimolar ratios of both heated at 145 deg c for 4 hrs and then the oil  titurated in DCM , Dried over sodium sulphate , evapn gives oil , used as such for next step. is a method of protection of amino gp

 2-[(1R)-2-Hydroxy-1-phenylethyl]-1H-isoindole-1,3(2H)-dione

205380-30-9  cas no

SpectralData

¹H NMR (400 MHz, 298 K, CDCl₃) δ_H 7.83 – 7.74 (2H, m, Pht), 7.70 – 7.60 (2H, m, Pht), 7.49 (2H, d, ³J_HH = 7.4 Hz, Ph), 7.41 – 7.23 (3H, m, Ph), 

5.51 (1H, dd, ³J_HH = 8.9 Hz, ³J_HH = 5.0 Hz, CH), 

4.76 – 4.66 (1H, m, CH₂), 

4.24 (1H, dd, ³J_HH = 11.4 Hz, ⁴J_HH = 4.9 Hz, CH₂), 

3.47 (1H, s, OH).

¹³C NMR (100 MHz, 298 K, CDCl₃) δ_C 168.89 (C=O), 

136.88, 134.08 (Pht), 131.72, 128.70, 128.13, 127.97 (Ph), 123.31 (Pht), 

61.98 (CH₂), 57.46 (CH).

MS (ESI⁺) m/z 290.1 ([M+Na]⁺)

IR (cm^-1) ν 3457, 1772, 1700, 1611, 1585, 1495, 1467, 1388, 1358, 1332, 1288, 1266, 1185, 1172, 1120, 1065, 1040, 1013, 999, 962, 919, 877, 838, 793, 765, 719, 698.

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M. D. Chen, M. Z. He, X. Zhou, L. Q. Huang, Y. P. Ruan and P. Q. Huang, Tetrahedron, 2005, 61, 1335-1344http://dx.doi.org/10.1016/j.tet.2004.10.109

 http://www.sciencedirect.com/science/article/pii/S0040402004019143

Aguilar, Nuria; Moyano, Albert; Pericas, Miquel A.; Riera, Antoni 
Synthesis, 1998 ,  3,   p. 313 - 316