2-bromo-5-hydroxybenzeneethanol synthesis
- Product Name:2-bromo-5-hydroxybenzeneethanol
- CAS Number:319473-28-4
- Molecular formula:C8H9BrO2
- Molecular Weight:217.0599
75534-35-9
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Yield:319473-28-4 17 g
Reaction Conditions:
Stage #1: 2-(2-bromo-5-methoxyphenyl)ethanolwith boron trifluoride in dichloromethane at 0 - 20; for 3 h;
Stage #2: with water in dichloromethane at 0;
Steps:
4-Bromo-3-(2-hydroxyethyl) phenol (1-2)
To a solution of 2-(2-bromo-5-methoxyphenyl) ethanol (Compound 1-1) (22 g, 95.2 mmol) in DCM (200 mL) was added tribromoborane (47.5 g, 190 mmol) in DCM (50 mL) at 0 °C The reaction was stirred at ambient temperature for 3 h. Upon completion, the solution was poured into ice whiling maintaining stirring at 0 °C The mixture was filtered under reduced pressure and separated into two phases. The aqueous phase was extracted with dichloromethane (3 χ 100 mL), combined, washed and dried. Concentration in vacuo, followed by crystallization from dichloromethane gave the desired Compound 1-2 (17 g, 82 %) as a white solid. MS(ESI): m/z 199 [M"18+H]+.
References:
WO2019/28165,2019,A1 Location in patent:Paragraph 0204; 0208-0209
5020-41-7
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1798-09-0
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