Synthesis
The general procedure for the synthesis of ethyl 2-methoxyphenoxyacetate from ethyl bromoacetate and guaiacol was as follows: first, erytftro-1-(3,4-dimethoxyphenyl)-2 -(2-methoxyphenoxy)-1,3-propanediol (2g). The spectral data of the compound were in agreement with literature reports as follows:1H NMR (400 MHz, CDCl3) δ 7.07 (ddd, J = 8.2, 7.2, 1.6 Hz, 1H), 7.02-6.84 (m, 5H), 6.82 (d, J = 8.2 Hz, 1H), 4.98 (bt, J = 4.8 Hz, 1H), 4.16 (ddd, J = 6.0, 4.8, 3.5 Hz, 1H), 3.95-3.90 (m, 1H), 3.87 (s, 3H), 3.86 (s, 6H), 3.66 (ddd, J = 12.0, 7.2, 3.5 Hz, 1H), 2.87 ppm (bs, 1H). hrms (ei) C18H22O6Na [M + Na]+ Calculated value 357.1314, measured value 357.1311.
References
[1] Organic Letters, 2016, vol. 18, # 19, p. 5166 - 5169
[2] Chemistry - A European Journal, 2011, vol. 17, # 49, p. 13877 - 13882
[3] Green Chemistry, 2017, vol. 19, # 19, p. 4538 - 4543
[4] Journal of Organic Chemistry, 2010, vol. 75, # 19, p. 6549 - 6562
[5] Journal of the American Chemical Society, 2013, vol. 135, # 17, p. 6415 - 6418
