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| | methyl 4-methoxy-2-methylbenzoate Basic information |
| Product Name: | methyl 4-methoxy-2-methylbenzoate | | Synonyms: | methyl 4-methoxy-2-methylbenzoate;Benzoic acid, 4-Methoxy-2-Methyl-, Methyl ester;2-Methyl-p-anisic Acid Methyl Ester;4-Methoxy-o-toluic Acid Methyl Ester;Methyl 2-Methyl-p-anisate;Methyl 4-Methoxy-o-toluate;2-methyl-4-methoxybenzoic acid methyl ester | | CAS: | 35598-05-1 | | MF: | C10H12O3 | | MW: | 180.2 | | EINECS: | | | Product Categories: | | | Mol File: | 35598-05-1.mol |  |
| | methyl 4-methoxy-2-methylbenzoate Chemical Properties |
| Boiling point | 98°C/0.5mmHg(lit.) | | density | 1.075±0.06 g/cm3(Predicted) | | refractive index | 1.5360 to 1.5400 | | storage temp. | Sealed in dry,Room Temperature | | form | clear liquid | | color | White to Light yellow | | InChI | InChI=1S/C10H12O3/c1-7-6-8(12-2)4-5-9(7)10(11)13-3/h4-6H,1-3H3 | | InChIKey | OGYAVWKYDVBIMW-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C1=CC=C(OC)C=C1C |
| | methyl 4-methoxy-2-methylbenzoate Usage And Synthesis |
| Synthesis | Thionyl chloride (1.3 mL, 17.8 mmol) was added slowly and dropwise to a stirred mixed solution of 4-methoxy-2-methylbenzoic acid (1.0 g, 6 mmol) and methanol (50 mL) at room temperature and under nitrogen protection. The reaction mixture was heated to reflux and maintained for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to give a light yellow crude product. The crude product was purified by silica gel column chromatography with the eluent of petroleum ether: ethyl acetate (9:1, v/v) to afford methyl 4-methoxy-2-methylbenzoate (1.11 g, 100% yield) in colorless liquid form. The product was characterized by 1H NMR (400 MHz, DMSO-d6) and ESI-MS: 1H NMR δ 7.81 (d, J = 9 Hz, 1H), 6.86 (d, J = 3 Hz, 1H), 6.83 (dd, J = 9, 3 Hz, 1H), 3.78 (s, 3H), 3.75 (s, 3H), 2.49 (s, 3H); ESI -MS m/z 181 ([M+H]+). | | References | [1] Patent: WO2009/5998, 2009, A1. Location in patent: Page/Page column 214
[2] Patent: WO2004/14856, 2004, A1. Location in patent: Page 9; 14
[3] Patent: WO2008/20306, 2008, A2. Location in patent: Page/Page column 35
[4] Journal of Medicinal Chemistry, 2013, vol. 56, # 21, p. 8561 - 8578
[5] Tetrahedron, 2018, vol. 74, # 2, p. 224 - 239 |
| | methyl 4-methoxy-2-methylbenzoate Preparation Products And Raw materials |
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