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24th September 2012 @ 05:07
AEW%203-1.png

PMY 2-5 (400 mg, 1.84 mmol, 1 equiv.) was dissolved in MeOH (30 mL). Sodium borohydride (64 mg, 1.84 mmol, 4 hydride equiv.) was added. After X hour TLC shows reaction complete. Acetone (5 mL) added and the reaction stirred at room temperature for 1 hour. The reaction was concentrated under reduced pressure. The residue was stirred with water (15 mL) and extracted with DCM (3 × 10 mL). The combined organic extracts were washed with brine and dried ((MgSO4) and concentrated under reduced pressure to an pale brown/orange solid ( mg, mmol, yield. Stored at -20 °C under nitrogen.

Note: The product alcohol is not particularly stable, use very soon after preparation.

1H NMR Data


Risk and Hazard Assessment:
AEW 3-1.pdf


See also:
Reduction of pyrrole-3-carbaldehyde using sodium borohydride (3-1)
Reduction of pyrrole-3-carbaldehyde using sodium borohydride (3-2)
Reduction of pyrrole-3-ester PMY 6-1 using lithium aluminium hydride (PMY 15-1)
Reduction of pyrrole-3-ester PMY 6-1 using lithium aluminium hydride (PMY 15-2)
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AEW 3-1.png