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21st November 2012 @ 04:33
Hydrolysis of MD 17-1 to give 2-((1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carbonyl)oxy)propanoic acid as a step towards synthesis of 1-amino-1-oxopropan-2-yl 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate and also as a way of testing the additional stability afforded to the ester bond by the metyhyl group.


Reaction start time: 6:00 PM EST 21/11/12
MD 17-1 (200 mg, ) was dissolved in EtOH (5 mL), 20% NaOH (1 mL, 5.6 mmol, 9 equiv.) and the mixture was stirred at room temperature for 2 hours after which the EtOH was removed and the aqueous solution was acidified and filtered. The residue was dried to give MD 18-1 (30 mg, 0.10 mmol, 17% yield). Found to be the desired product by 1HNMR.

See also:
Synthesis of 1-ethoxy-1-oxopropan-2-yl 1-(4-fluorophenyl)-2,5-dimethyl-1H-pyrrole-3-carboxylate through ester synthesis (MD 17-1)

Risk and Hazard assessment:
Same as Hydrolysis of Ethyl-2-bromopropionate (MD 16-1)
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