Sodium Carbonate → 2-(2-Benzyloxy-4-methoxyphenyl)-3-propyloxybenzyl alcohol

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Reaction Steps

A mixture of 2-iodo-3-propyloxybenzyl alcohol (1.02 g, 3.48 mmol), 2-benzyloxy-4-methoxyphenyl boronic acid (999 mg, 3.83 mmol), Pd(PPh3)4 (200 mg, 0.173 mmol) and 2 M sodium carbonate solution (3.5 ml, 7.96 mmol) was refluxed in toluene (20 ml/ethanol (5 ml) under argon. After 5 hours a further 70 mg of boronic acid was added and refluxing was continued for a further 1 hour. The mixture was cooled, diluted with diethyl ether (200 ml) and washed successively with brine, 5% aqueous sodium hydroxide solution , water and brine and then dried (MgSO4) and concentrated. Purification by chromatography on silica gel gave the title compound as a colourless gum. Yield 1.072 g (81%).

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