Methyl 3,4,5-trimethoxybenzoate synthesis
- Product Name:Methyl 3,4,5-trimethoxybenzoate
- CAS Number:1916-07-0
- Molecular formula:C11H14O5
- Molecular Weight:226.23
67-56-1
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118-41-2
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1916-07-0
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Yield:1916-07-0 100%
Reaction Conditions:
with sulfuric acid at 65; for 24 h;
Steps:
2 4.2 Methyl 3,4,5-trimethoxybenzoate (2)
Concentrated sulfuric acid (10?mL) was added dropwise at ambient temperature to a stirring solution of compound 1 (10.0?g, 47.2?mmol) in CH3OH (100?mL), then refluxed at 65?°C for 24?h and monitored by TLC. After completion, the reaction mixture was concentrated under reduced pressure, ethyl acetate (100?mL) was then added, and the pH was adjusted to 7.0 with saturated NaHCO3 aqueous solution. The organic layer was separated, and the remaining water phase was extracted with ethyl acetate (80?mL) two times. The combined organic layer was washed with saturated brines and dried over anhydrous Na2SO4. The solvent was removed under reduced pressure to give compound 2 without further purification. Yield 100%, 10.8?g. White solid, mp 76-77?°C, literature 82-83?°C [39]. 1H NMR (400?MHz, Chloroform-d) δ 7.23 (s, 2H), 3.84 (s, 12H).
13C NMR (101?MHz, Chloroform-d) δ 166.7, 152.9, 142.2, 125.1, 106.8, 60.9, 56.2, 52.2. HRMS (ESI) calcd for C11H14O5 [M+Na]+ 249.0739, found 249.0734.
References:
Lai, Qinhuai;Wang, Yuxi;Wang, Ruixue;Lai, Weirong;Tang, Liangze;Tao, Yiran;Liu, Yu;Zhang, Ruirui;Huang, Luyi;Xiang, Haotian;Zeng, Shaoxue;Gou, Lantu;Chen, Hao;Yao, Yuqin;Yang, Jinliang [European Journal of Medicinal Chemistry,2018,vol. 156,p. 162 - 179]
67-56-1
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3840-31-1
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$28.00/25g
1916-07-0
451 suppliers
$6.00/25g
