Methyl 7-bromo-3-methoxy-2-naphthoate synthesis

8synthesis methods

Product Name:Methyl 7-bromo-3-methoxy-2-naphthoate
CAS Number:123266-51-3
Molecular formula:C13H11BrO3
Molecular Weight:295.13

7-BROMO-3-HYDROXY-NAPHTHALENE-2-CARBOXYLIC ACID

1779-11-9
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74-88-4
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123266-51-3
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Yield:123266-51-3 96%

Reaction Conditions:

with potassium carbonate in propan-2-one at 60; for 16 h;

Steps:

4.1.1.13. Methyl 7-bromo-3-methoxy-2-naphthoate (18).

7-Bromo-3-hydroxy-2-naphthoic acid (17) (5.0g, 18.7mmol) was dissolved in 250mL acetone, then added MeI (26.5g, 187mmol) and K₂CO₃ (10.3g, 74.8mmol) to the solution, stirred at 60°C for 16h. The solution was filtered. The filtrate was concentrated and the residue obtained was purified by flash-column chromatography (eluting with 10-50% ethyl acetate-hexanes) to afford 18 as white solid (5.3g, yield: 96%). ¹H NMR (400MHz, CDCl₃) δ 8.11 (s, 1H), 7.89 (s, 1H), 7.55-7.49 (m, 2H), 7.10 (s, 1H), 3.92 (s, 3H), 3.88 (s, 3H).

References:

Chen, Lei;Su, Mei;Wu, Xian-Zhi;Wang, De-Zhong;Kang, Yang-yang;Wang, Chun-Gu;Assani, Israa;Wang, Mu-Xuan;Zhao, Shi-Feng;Lv, Shen-Min;Wang, Jia-Wei;Sun, Bo;Li, Yan;Jin, Qiu;Huang, Ri-Zhen;Liao, Zhi-Xin [European Journal of Medicinal Chemistry,2022,vol. 229,art. no. 114065]

1779-11-9
123 suppliers
$6.00/250mg