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ozone

7-amino-5-fluorobenzofuran

ethyl 3-allyl-6-chloro-2-hydroxybenzoate

2-(4-chloro-3-ethoxycarbonyl-2-hydroxyphenyl)acetaldehyde

phosphoric acid

→

ethyl 6-chlorobenzofuran-7-carboxylate

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실험 절차

Using analogous procedures to those described in the third paragraph of the portion of Note [6] in Example 2 that is concerned with the preparation of 7-amino-5-fluorobenzofuran, ethyl 3-allyl-6-chloro-2-hydroxybenzoate was reacted with ozone and the resultant product, 2-(4-chloro-3-ethoxycarbonyl-2-hydroxyphenyl)acetaldehyde, was treated with 85% phosphoric acid to give ethyl 6-chlorobenzofuran-7-carboxylate (5.9 g); NMR Spectrum: (DMSOd6) 1.35 (t, 3H), 4.45 (q, 2H), 7.10 (d, 1H), 7.45 (d, 1H), 7.85 (d, 1H), 8.15 (d, 1H).

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