ChemicalBook CAS DataBase List METHYL 2-(2-BROMOPHENYL)ACETATE

METHYL 2-(2-BROMOPHENYL)ACETATE synthesis

10synthesis methods

Product Name:METHYL 2-(2-BROMOPHENYL)ACETATE
CAS Number:57486-69-8
Molecular formula:C9H9BrO2
Molecular Weight:229.07

67-56-1

18698-97-0

57486-69-8

General method: o-Bromophenylacetic acid (5.0 g, 18.18 mmol) was dissolved in methanol (50 mL) containing a catalytic amount of concentrated sulfuric acid and the reaction was refluxed for 30 minutes. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to remove the solvent. Water (30 mL) was added to the residue, which was subsequently extracted with dichloromethane (3 x 20 mL). The organic layers were combined, dried over anhydrous sodium sulfate and the solvent was evaporated under reduced pressure to give the corresponding methyl 2-(2-bromophenyl)acetate products. The products were: methyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate (S5a, 5.19 g, 99%, brown oil); methyl 2-(2-bromo-5-methoxyphenyl)acetate (S5b, 2.09 g, 99%, brown oil); methyl 2-(2-bromo-4-methoxyphenyl)acetate (S5c, 2.09 g, 99%, brown oil ); methyl 2-(2-bromophenyl)acetate (S5d, 5.27g, 99%, clear oil).

67-56-1 Synthesis

67-56-1
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18698-97-0 Synthesis

18698-97-0
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57486-69-8
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$6.00/1g

Yield:57486-69-8 99%

Reaction Conditions:

with sulfuric acid for 0.5 h;Reflux;

Steps:

General procedure for the synthesis of compounds S5a-S5d (UsingS5a as a representative)
General procedure: A solution of S4a (5.0 g, 18.18 mmol) and conc. H₂SO₄ (catalytic) in methanol (50 mL) was refluxed for 30 min. After 30 min, the reaction mixture was cooled to rt and was evaporated under reduced pressure. To the resulting crude water (30 mL) was added, followed by extraction with three portions of 20 mL of dichloromethane. The combined organic layer was dried over Na₂SO₄, and evaporated under reduced pressure to afford S5a. methyl 2-(2-bromo-4,5-dimethoxyphenyl)acetate (S5a): Brown Oil; (5.19 g, 99 %). methyl 2-(2-bromo-5-methoxyphenyl)acetate (S5b): Brown Oil; (2.09 g,99 %). methyl 2-(2-bromo-4-methoxyphenyl)acetate (S5c): Brown Oil; (2.09 g, 99 %). methyl 2-(2-bromophenyl)acetate (S5d): Clear Oil; (5.27 g, 99 %).

References:

Kapadia, Nirav;Harding, Wayne [Tetrahedron,2013,vol. 69,# 42,p. 8914 - 8920] Location in patent:supporting information

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18698-97-0 Synthesis

18698-97-0
344 suppliers
$10.00/1g