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ChemicalBook CAS DataBase List Methyl 5-nitro-2-methylbenzoate
77324-87-9

Methyl 5-nitro-2-methylbenzoate synthesis

13synthesis methods
201230-82-2 Synthesis
carbon monoxide

201230-82-2
1 suppliers
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7745-92-8 Synthesis
2-Iodo-4-nitrotoluene

7745-92-8
147 suppliers
$9.00/1g

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Yield: 37%

Reaction Conditions:

with triethylamine;diphenylphosphinopropane;palladium diacetate in methanol at 110; under 3000.3 Torr; for 18 h;

Steps:

104.a EXAMPLE 104; (E)-3-Ethyl-7-[3-(3-hydroxymethyl-4-methylphenoxymethyl)phenyl]non-6-en-3-ol; [01155] a) Methyl 2-Methyl-5-nitrobenzoate
23.2 g (88 mmol) of 2-iodo-4-nitrotoluene are dissolved in 400 ml of anhydrous methanol and then placed in a steel reactor. 25 ml (177 mmol) of triethylamine, 1.97 g (8.8 mmol) of palladium diacetate and 7.3 g of diphenyphosphinopropane are added and the reaction medium is subjected to a carbon monoxide pressure of 4 bar and heated at 110° C. for 18 hours. The medium is then brought to ambient pressure and temperature, dissolved in dichloromethane and filtered on celite. After evaporation, the residue is purified by chromatography on a silica column. An orange-coloured powder is obtained (m=6.3 g, Y=37%).

References:

Galderma Research & Development S.N.C. US6689922, 2004, B1 Location in patent:Page column 86

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