ChemicalBook--->CAS DataBase List--->17100-63-9

17100-63-9

17100-63-9 Structure

17100-63-9 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant/Keep Cold
[HS Code ]

2918999090
Hazard InformationBack Directory
[Synthesis Reference(s)]

Tetrahedron Letters, 10, p. 1623, 1969 DOI: 10.1017/S0009838800024678
[Synthesis]

METHYL 4-BROMO-3-HYDROXYBENZOATE

106291-80-9

Dimethyl sulfate

77-78-1

METHYL 4-BROMO-3-METHOXYBENZOATE

17100-63-9

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
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 4-BROMO-3-METHOXYBENZOATE(17100-63-9)1HNMR
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