Toluene → 2-(5-Isopropylisochroman-1-yl)-4,5-dihydro-1H-imidazole

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Reaction Steps

To a solution of 2-(5-bromoisochroman-1-yl)-4,5-dihydro-1H-imidazole (0.25 g, synthesis method A), palladium(II) acetate (0.01 g), tri-tert-butylphosphine (0.044 ml) and toluene (3 ml) in ice bath temperature was added 6.22 ml of 0.5M isopropyl zinc bromide in THF, and stirred at ambient temperature for 3 hrs. The reaction was quenched with dilute hydrochloric acid, and the organic phase was separated. The aqueous phase was made alkaline with 1M NaOH, and purified with separation methods A and G to yield the title compound. (Yield 2 mg).

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