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Volume 2002
Issue 1
10.3390/M296
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Short Note

2-Bromo-4-methoxy-5-(1-methylethoxy)benzeneacetic Acid Ethyl Ester

by
Matthias Treu
and
Ulrich Jordis
*
Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163OC, A-1060 Vienna, Austria
*
Author to whom correspondence should be addressed.
Molbank 2002, 2002(1), M296; https://doi.org/10.3390/M296
Submission received: 20 December 2001 / Accepted: 8 May 2002 / Published: 27 February 2003
Versions Notes
Molbank 2002 m296 i001
2-Bromo-4-methoxy-5-(1-methylethoxy)benzeneacetic acid chloride [1] (3.00 g, 9.33 mmol) was treated with dry EtOH (50 mL) at 0 °C. The solution was stirred at ambient temperature for 1 h and then evaporated in vacuo. The residue was partitioned between Et2O (50 mL) and satd. NaHCO3 (50 mL), the organic layer was washed with satd. NaHCO3 (3 x 50 mL) and brine (1 x 50 mL), dried over Na2SO4, filtered and evaporated in vacuo. The crude product was triturated with cold iPr2O (2 x 10 mL). Yield: colorless crystals (2.93 g, 95%); mp. 48 - 49 °C.
TLC: petroleum ether : EtOAc = 80 : 20, Rf = 0.6.
Anal. Calcd for C14H19BrO4: C, 50.77; H, 5.78. Found: C, 50.82; H, 5.67.
1H NMR (CDCl3): δ 7.00 (s, 1H), 6.80 (s, 1H), 4.44 (Septett, J = 6.4 Hz, 1H), 4.14 (q, J = 6.8 Hz, 2H), 3.78 (s, 3H), 3.63 (s, 2H), 1.31 (d, J = 6.4 Hz, 6H), 1.25 (t, J = 6.8 Hz, 3H).
13C NMR (CDCl3): δ 170.6 (s), 150.1 (s), 146.4 (s), 125.9 (s), 118.4 (d), 116.0 (d), 115.2 (s), 71.7 (d), 60.7 (t), 56.0 (q), 40.9 (t), 21.8 (q), 14.0 (q).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References and Notes

  1. Treu, M.; Jordis, U. Molbank 2002, M295.
  • Samples Availability: Available from the authors.

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MDPI and ACS Style

Treu, M.; Jordis, U. 2-Bromo-4-methoxy-5-(1-methylethoxy)benzeneacetic Acid Ethyl Ester. Molbank 2002, 2002, M296. https://doi.org/10.3390/M296

AMA Style

Treu M, Jordis U. 2-Bromo-4-methoxy-5-(1-methylethoxy)benzeneacetic Acid Ethyl Ester. Molbank. 2002; 2002(1):M296. https://doi.org/10.3390/M296

Chicago/Turabian Style

Treu, Matthias, and Ulrich Jordis. 2002. "2-Bromo-4-methoxy-5-(1-methylethoxy)benzeneacetic Acid Ethyl Ester" Molbank 2002, no. 1: M296. https://doi.org/10.3390/M296

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