Identification | Back Directory | [Name]
METHYL 4-BROMO-3-METHOXYBENZOATE | [CAS]
17100-63-9 | [Synonyms]
Methyl 4-broMo-2-hydroxbenzoate METHYL 4-BROMO-3-METHOXYBENZOATE 2-Bromo-5-(methoxycarbonyl)anisole 4-BROMO-3-METHOXYBENZOIC ACID METHYL ESTER Benzoic acid,4-broMo-3-Methoxy-, Methyl ester 2-Bromo-5-(methoxycarbonyl)anisole, Methyl 4-bromo-m-anisate | [Molecular Formula]
C9H9BrO3 | [MDL Number]
MFCD08436018 | [MOL File]
17100-63-9.mol | [Molecular Weight]
245.07 |
Chemical Properties | Back Directory | [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 Information | Back Directory | [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 |
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