Identification | Back Directory | [Name]
2-BROMO-5-HYDROXYMETHYL-ANISOLE | [CAS]
17100-64-0 | [Synonyms]
2-BROMO-5-HYDROXYMETHYL-ANISOLE 4-Bromo-3-methoxybenzyl alcohol (4-broMo-3-Methoxyphenyl)Methanol Benzyl alcohol, 4-bromo-3-methoxy- Benzenemethanol, 4-bromo-3-methoxy- | [Molecular Formula]
C8H9BrO2 | [MDL Number]
MFCD11053671 | [MOL File]
17100-64-0.mol | [Molecular Weight]
217.06 |
Chemical Properties | Back Directory | [Boiling point ]
306.8±27.0 °C(Predicted) | [density ]
1.513±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
solid | [pka]
14.04±0.10(Predicted) | [color ]
Faint orange/brown |
Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 2-bromo-5-hydroxymethyl anisole from m-methoxybenzyl alcohol was as follows: to a solution of 3-methoxybenzyl alcohol (20.0 g, 145 mmol) in tetrahydrofuran (THF, 400 mL) was added N-bromosuccinimide (NBS, 26 g, 146 mmol). The reaction mixture was stirred at room temperature for 8 hours. After the reaction was completed, ether (500 mL) was added to dilute and the mixture was washed with deionized water (3 x 100 mL). The organic phase was dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford 2-bromo-5-hydroxymethyl anisole (31.2 g, 99% yield), and the product was used directly in the next reaction without further purification. | [References]
[1] Patent: US9725406, 2017, B1. Location in patent: Page/Page column 7-8 [2] Tetrahedron, 2005, vol. 61, # 49, p. 11692 - 11696 [3] Patent: US2018/208604, 2018, A1. Location in patent: Paragraph 0201-0203 [4] Patent: US2010/4159, 2010, A1. Location in patent: Page/Page column 59; 64 [5] Bioorganic and Medicinal Chemistry Letters, 2011, vol. 21, # 3, p. 1010 - 1014 |
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