Ethyl 4-(4-methylphenyl)sulfanylbutanoate synthesis
- Product Name:Ethyl 4-(4-methylphenyl)sulfanylbutanoate
- CAS Number:20458-90-6
- Molecular formula:C13H18O2S
- Molecular Weight:238.3458
Yield:20458-90-6 95%
Reaction Conditions:
with potassium carbonate in acetonitrile; for 4 h;Reflux;
Steps:
111.1
Step 1 : Anhydrous potassium carbonate (834 mg, 6 mmol) and ethyl 4-bromobutanoate (634 μl_, 4.43 mmol) were added to a solution of 4-methylbenzene thiol (500 mg, 4.02 mmol) in 5 ml_ acetonitrile. The mixture was refluxed 4h then water and ethyl acetate were added after cooling. The mixture was extracted 3 times with ethyl acetate, the combined organic layers were washed with brine, dried with anhydrous MgSO4, filtered and concentrated in vacuo. The residue was purified by flash chromatography (silica gel) with (cyclohexane / ethyl acetate 98/2) to give 910 mg (95% yield) of ethyl-4-[(4- methylphenyl)thio]butanoate.
References:
WO2010/66847,2010,A1 Location in patent:Page/Page column 76
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