2-BENZYLOXY-5-BROMO-BENZOIC ACID synthesis
- Product Name:2-BENZYLOXY-5-BROMO-BENZOIC ACID
- CAS Number:62176-31-2
- Molecular formula:C14H11BrO3
- Molecular Weight:307.14
850350-09-3
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62176-31-2
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Yield: 97%
Reaction Conditions:
with sodium hydroxide in methanol;water at 60; for 2 h;
Steps:
2-(Benzyloxy)-5-bromobenzoic acid (10b)
To a solution of 10a (18 g, 45.3 mmol) in methanol (50 mL) was added a solution of sodium hydroxide (7.25 g, 181 mmol) in water (20.00 mL). The mixture was heated to 60 °C for 2 hrs. Solvent was removed and the residue was diluted with water, and then washed with EA. The aqueous layer was acidified with 4N HCl solution to pH=3, then extracted with EA. The organic phase was washed with water and brine, dried over Na2SO4 and concentrated in vacuum to give the title compound (13.46 g, 97 % yield). LCMS: 307, 309 [M+H]+.
References:
Ding, Xiao;Stasi, Luigi Piero;Dai, Xuedong;Long, Kai;Peng, Cheng;Zhao, Baowei;Wang, Hailong;Sun, Changhui;Hu, Huan;Wan, Zehong;Jandu, Karamjit S.;Philps, Oliver J.;Chen, Yan;Wang, Lizhen;Liu, Qian;Edge, Colin;Li, Yi;Dong, Kelly;Guan, Xiaoming;Tattersall, F. David;Reith, Alastair D.;Ren, Feng [Bioorganic and Medicinal Chemistry Letters,2019,vol. 29,# 2,p. 212 - 215] Location in patent:supporting information
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100-39-0
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4068-76-2
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860000-78-8
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62176-31-2
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