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| | METHYL 4-BROMO-3-METHOXYBENZOATE Basic information |
| Product Name: | METHYL 4-BROMO-3-METHOXYBENZOATE | | Synonyms: | METHYL 4-BROMO-3-METHOXYBENZOATE;4-BROMO-3-METHOXYBENZOIC ACID METHYL ESTER;2-Bromo-5-(methoxycarbonyl)anisole;Methyl 4-broMo-2-hydroxbenzoate;2-Bromo-5-(methoxycarbonyl)anisole, Methyl 4-bromo-m-anisate;Benzoic acid,4-broMo-3-Methoxy-, Methyl ester;3-methoxy-4-bromobenzoic acid methyl ester | | CAS: | 17100-63-9 | | MF: | C9H9BrO3 | | MW: | 245.07 | | EINECS: | | | Product Categories: | blocks;Bromides;Carboxes | | Mol File: | 17100-63-9.mol |  |
| | METHYL 4-BROMO-3-METHOXYBENZOATE Chemical Properties |
| Melting point | 58-61 | | Boiling point | 172-173 °C | | density | 1.462±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | form | powder | | color | Lemony cream | | InChI | InChI=1S/C9H9BrO3/c1-12-8-5-6(9(11)13-2)3-4-7(8)10/h3-5H,1-2H3 | | InChIKey | XLKDKHRGIJWOSN-UHFFFAOYSA-N | | SMILES | C(OC)(=O)C1=CC=C(Br)C(OC)=C1 |
| Hazard Codes | Xi | | Hazard Note | Irritant/Keep Cold | | HS Code | 2918999090 |
| | METHYL 4-BROMO-3-METHOXYBENZOATE Usage And Synthesis |
| Synthesis Reference(s) | Tetrahedron Letters, 10, p. 1623, 1969 DOI: 10.1017/S0009838800024678 | | Synthesis | Step B. Synthesis of methyl 4-bromo-3-methoxybenzoate
Methyl 4-bromo-3-hydroxybenzoate (27 mmol), potassium carbonate (33 mmol) and dimethyl sulfate (32 mmol) obtained from Step A were dissolved in acetone (40 mL) under nitrogen protection. The reaction mixture was heated to reflux temperature and stirred for 3 hours. After completion of the reaction, the mixture was cooled and the reaction was quenched by slowly adding 5 mL of water. Subsequently, the acetone was removed by rotary evaporator and diluted by adding 30 mL of water. The product in the aqueous phase was extracted with dichloromethane (3 × 20 mL). The organic phases were combined, dried with anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to afford the title compound methyl 4-bromo-3-methoxybenzoate (6.5 g, 99% yield) as a white crystalline solid. | | References | [1] Patent: US2006/199806, 2006, A1. Location in patent: Page/Page column 23
[2] Patent: US2006/287522, 2006, A1. Location in patent: Page/Page column 24
[3] Beilstein Journal of Organic Chemistry, 2016, vol. 12, p. 2267 - 2273
[4] Yakugaku Zasshi, 1930, vol. 50, p. 224,227; dtsch. Ref. S. 26
[5] Chem.Abstr., 1930, p. 3513 |
| | METHYL 4-BROMO-3-METHOXYBENZOATE Preparation Products And Raw materials |
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