Facile Synthesis of Methyl 2-Formyl-5-hydroxymethyl-3-furancarboxylate

References

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• Isolated furan 4 has a bp: 101–103°C/0.1 Hgmm (94–95°C/0.1 Hgmm, ref. 5)
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• Dichloroacetyl group was the hydroxy protection of choice. Neither of THP, TBDMS, trityl, acetyl or pivalate were compatible with bromination. On the other hand, its characteristic base sensitivity is advantageous at the conclusion of the sequence
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• Since the intermediates of the last reaction are dyes, the reaction was monitored by 1H NMR after evaporation of a micro sample of the mixture. Except the aromatics, 1H NMR shifts (CDCl3, δ, singlets) of the compounds reported herein are as follows:
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• Financial help from NSERC-Canada and FCAR-Quebec is highly appreciated
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