Vanillin → 4,4'-[[1-(Hydroxymethyl)-1,2-ethanediyl]bis(oxy)]bis[3-methoxybenzaldehyde]

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Reaction Steps

Vanillin (30.4 g, 0.2 m) is reacted with 2,3-dibromopropanol (21.8 g, 0.1 mol) according to the procedure employed in Example 41 to obtain 25.86 g of 4,4'-[[1-(hydroxymethyl)-1,2-ethanediyl]bis(oxy)]bis[3-methoxybenzaldehyde]. This intermediate (3.60 g, 0.01 m) is reacted with ethyl cyanoacetate as described in Example 41 to yield 4.3 g of product which mas spectroscopy indicated had the structure: ##STR32## When dissolved in methylene chloride, the product has an absorption maximum (λmax) at 361 nm.

Provenance & Evidence