ChemicalBook CAS DataBase List methyl 5-bromo-2-methoxybenzoate

methyl 5-bromo-2-methoxybenzoate synthesis

11synthesis methods

Product Name:methyl 5-bromo-2-methoxybenzoate
CAS Number:7120-41-4
Molecular formula:C9H9BrO3
Molecular Weight:245.07

2476-35-9
146 suppliers
$8.00/1g

18107-18-1
211 suppliers
$33.00/5g

7120-41-4
69 suppliers
$45.00/100mg

Yield: 99%

Reaction Conditions:

in Petroleum ether

Steps:

158.1 Step 1:
Step 1:
Methyl 5-bromo-2-methoxybenzoate
Trimethylsilyldiazomethane (2 M solution in hexane, 40 mL, 80.0 mmol) was added to a solution of 5-bromo-2-methoxybenzoic acid (5.00 g, 21.6 mmol) in methanol (100 mL) at 0° C., and the resulting solution was stirred at room temperature for 4 h.
The reaction mixture was evaporated in vacuo and the residue was purified via flash chromatography on silica gel (solvent gradient: 0-20% ethyl acetate in petroleum ether) to yield 5.26 g (99%) of the title compound as a white solid. ¹H NMR (300 MHz, CDCl₃) δ 7.91 (s, 1H), 7.58-7.54 (d, J=9.0 Hz, 1H), 6.87 (d, J=9.0 Hz, 1H), 3.90 (s, 6H).

References:

Genentech, Inc.;Braun, Marie-Gabrielle;Garland, Keira;Hanan, Emily;Purkey, Hans;Staben, Steven T.;Heald, Robert Andrew;Knight, Jamie;Macleod, Calum;Lu, Aijun;Wu, Guosheng;Yeap, Siew Kuen US2018/65983, 2018, A1

89-55-4 Synthesis