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Molbank 2002, 2002(1), M292; https://doi.org/10.3390/M292

Short Note
2-Bromo-5-hydroxy-4-methoxybenzenemethanol
Institute of Applied Synthetic Chemistry, Vienna University of Technology, Getreidemarkt 9/163OC, A-1060 Vienna, Austria
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Received: 20 December 2001 / Accepted: 8 May 2002 / Published: 24 February 2003
Molbank 2002 m292 i001
2-Bromo-5-hydroxy-4-methoxybenzenemethanol [1] (38.8 g, 166 mmol) in dry chloroform (200 mL) was treated with thionyl chloride (200 mL, 2.76 mol) at 0 °C and stirred for 3 h at ambient temperature. The solvent was removed in vacuo, the residue was dissolved in Et2O and washed with water (3 x 100 mL), satd. NaHCO3 (4 x 150 mL) and brine (200 mL), dried over Na2SO4, filtered and concentrated in vacuo. The residue was triturated with iPr2O (2 x 50 mL). Yield: colorless crystals (38.8 g, 93%), mp. 112 – 115 °C.
TLC: petroleum ether : EtOAc = 90 : 10, Rf = 0.5.
Anal. Calcd for C8H8BrClO2: C, 38.21; H, 3.21. Found: C, 38.46; H, 3.14.
1H NMR (CDCl3). d 7.05 (s, 1H), 7.00 (s, 1H), 5.65 (s, 1H), 4.60 (s, 2H), 3.85 (s, 3H).
13C NMR (CDCl3). d 147.3 (s), 145.2 (s), 129.4 (s), 116.6 (s), 115.1 (d), 113.4 (d), 56.3 (t), 46.2 (q).

Supplementary materials

Supplementary File 1Supplementary File 2Supplementary File 3

References and Notes

  1. Treu, M.; Jordis, U. Molbank 2002, M292.
  • Sample Availability: Available from the auhtors.
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