ETHYL 5-(4-METHYLPHENYL)-5-OXOVALERATE synthesis

6synthesis methods

Product Name:ETHYL 5-(4-METHYLPHENYL)-5-OXOVALERATE
CAS Number:42482-94-0
Molecular formula:C14H18O3
Molecular Weight:234.29

5205-39-0 Synthesis

5205-39-0
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$31.00/5g

4294-57-9
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$50.00/10ml

42482-94-0
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$236.81/1gm:

Yield:-

Reaction Conditions:

with copper(I) bromide;lithium bromide in tetrahydrofuran at 0; for 18 h;Inert atmosphere;

Steps:

5a

To a solution of lithium bromide (24 g, 277.06 mmol) in 500 ml of dry tetrahydrofurane, stirred under nitrogen atmosphere, copper(I) bromide (19,87 g, 138,52 mmol) was added. The reaction mixture was stirred at room temperature until a solution was obtained. Then, the reaction mixture was cooled to 0°C and a 0.5M solution of commercially available 4-tolyl magnesium bromide in THF (277.05 ml, 138,52 mmol) was added. Then, commercially available 4-chlorocarbonyl-butyric acid ethyl ester (19 g, 115,44 mmol) was added and the reaction mixture was stirred at 0°C for 18h.500 ml of a saturated aqueous ammonium chloride solution was added and the reaction mixture was extracted twice with dichloro methane. The organic phase was washed with a saturated aqueous sodium bicarbonate solution, dried over sodium sulfate and concentrated under vacuum. The crude product (20 g) was used in the next step without any purification.

References:

WO2011/73155,2011,A1 Location in patent:Page/Page column 90

64-17-5 Synthesis