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149489-18-9

5-BROMO-2-ETHOXYBENZYL ALCOHOL synthesis

2synthesis methods
-

Yield:149489-18-9 75.5 %

Reaction Conditions:

with potassium carbonate in acetonitrile at 35;

Steps:

(5-Bromo-2-ethoxyphenyl)methanol 1.633

[00350] To a solution of 4-bromo-2-(hydroxymethyl)phenol (1 g, 4.93 mmol) and iodoethane (845.80 mg, 5.42 mmol) in ACN (5 mL) was added K2CO3 (1.02 g, 7.39 mmol) at 35 °C. The mixture was stirred at 35 °C for 12 h. The reaction mixture was diluted with water (100 mb) and extracted with EA (100 mL x 3). The combined organic layer was washed with brine (100 mL x 2), dried over Na2SO4,, filtered and concentrated in vacuo. The residue was purified (PM11) to afford compound 1.633 (860 mg, 3.72 mmol, 75.5% yield) as a white solid. 1H NMR (400 MHz, CHCl3-d) δ: 7.43 (d, J = 2.4 Hz, 1H), 7.36 (dd, J = 8.8, 2.4 Hz, 1H), 6.76 (d, J = 8.8 Hz, 1H), 4.67 (s, 2H), 4.08 (q, J = 7.2 Hz, 2H), 1.46 (t, J = 7.2 Hz, 3H) ppm.

References:

WO2022/185041,2022,A1 Location in patent:Paragraph 00350