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26th November 2012 @ 01:24
Upscaled synthesis of 1-ethoxy-1-oxopropan-2-yl 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate through formation of ester bond between 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylic acid and ethyl 2-bromopropanoate.

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Reaction start time: 12:20 PM EST 26/11/12
MRN 57-1 (2.0 g, was dissolved in DMF (30 mL), then Potassium Carbonate (3.0 g) was added after. The mixture was stirred at room temperature for 20 minutes, followed by addition of Ethyl-2-bromopropionate (1.5 mL, ) and was left stirring overnight at room temperature.

At 12:00 PM Ethyl acetate:water (80 mL, 1:1) mixture was added to the reaction and extracted with ethyl acetate (3 × 20 mL) the organic layers were combined, dried over magnesium sulfate and concentrated under reduced atmosphere to give a dark brown liquid. The organic layer was washed with water again to remove any remaining DMF (2 × 30 mL), dried over magnesium sulfate and concentrated to a dark brown oil, which was left to dry over night. In the morning light brown crystals had formed (0.73 g,).

Risk and Hazard assessment:
Same as Synthesis of 1-ethoxy-1-oxopropan-2-yl 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate through ester synthesis (MD 17-1) but with increased quantities of reagents.
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