Methyl 4-(tetradecyloxy)benzoate → 4-Tetradecyloxybenzyl alcohol

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Reaction Steps

To a room temperature solution of 3.27 g lithium aluminum hydride in 80 ml of dry tetrahydrofuran is added, dropwise, 10 g of product from Example 1 in 70 ml of dry tetrahydrofuran. The reaction is stirred at room temperature for 51/2 hours, quenched with a saturated sodium sulfate solution, filtered and the filtrate concentrated in vacuo. The residue is purified by column chromatography (silica gel:20% ethyl acetate/hexane) to give 9.0 g of desired product as colorless needles.

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