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Methyl 3-(2-(tert-butoxy)-2-oxoethoxy)benzoate synthesis

2synthesis methods
5292-43-3 Synthesis
tert-Butyl bromoacetate

5292-43-3
442 suppliers
$10.00/5g

19438-10-9 Synthesis
Methyl 3-hydroxybenzoate

19438-10-9
242 suppliers
$6.00/5g

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Yield:367501-39-1 97%

Reaction Conditions:

with potassium carbonate in acetonitrile at 80;

Steps:

31.1 Part 1- Synthesis of Methyl 3-[2-(tert-butoxy)-2-oxoethoxy]benzoate

Into a 50-mL round-bottom flask was placed a solution of methyl 3- hydroxybenzoate (1 g, 6.57 mmol, 1.00 equiv) in ACN (20 mL). tert-Butyl 2-bromoacetate (1.28 g, 6.56 mmol, 1.00 equiv) and potassium carbonate (1.81 g, 13.00 mmol, 2.00 equiv) were added to the reaction mixture. The resulting solution was stirred overnight at 80 °C. Then, the solids were filtered out. The filtrate was concentrated under vacuum to provide a residue, which was then triturated with hexane. This provided 1.7 g (97%) of methyl 3-[2-(tert- butoxy)-2-oxoethoxy]benzoate as a white solid.

References:

WO2016/138335,2016,A1 Location in patent:Paragraph 00296