ChemicalBook CAS DataBase List methyl 4-(bromomethyl)-2-methoxybenzoate

methyl 4-(bromomethyl)-2-methoxybenzoate synthesis

9synthesis methods

Product Name:methyl 4-(bromomethyl)-2-methoxybenzoate
CAS Number:74733-27-0
Molecular formula:C10H11BrO3
Molecular Weight:259.1

81245-24-1 Synthesis

81245-24-1
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methyl 4-(bromomethyl)-2-methoxybenzoate

74733-27-0
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Yield: 96%

Reaction Conditions:

with bromine in tetrachloromethane for 1.75 h;Heating / reflux;Irradiation;

Steps:

73.B B. Methyl 2-Methoxy-4-(bromomethyl)benzoate
To a refluxing mixture of methyl 2-methoxy-4-methyl-benzoate (21.625 g, 120 mmol) in CC14 (240 mL) was addeddropwise a solution of bromine (6.19 mL, 120 mmol) in CC14(75 mL) over 1.5 h. During the bromine addition thereaction was irradiated with a 250 W tungsten lamp. Afterthe addition, the reaction was refluxed for 15 min andconcentrated, and vacuum pumped to give methyl 2-methoxy-4-(bromomethyl)benzoate as an oil (29.864 g, 96%)..NMR (400MHz, CDC1₃): 5 partial 2.40 (s, 3H), 3.87 (s, 3H),3.91 (s, 3H), 4.44 (s, 2H).FIA-MS, m/e: 259 (m+1).

References:

ELI LILLY AND COMPANY WO2004/108677, 2004, A1 Location in patent:Page 199