Water → n-{[(7s)-3, 4-Dimethoxybicyclo[4.2.0]octa-1,3,5-trien-7-yl]methyl}-n-methyl-ethane-1,2-diamine

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Reaction Steps

A solution of 1.1 g (4.5 mmol) of the compound of Step 1 in 10 mL of THF is poured dropwise into 0.21 g (5.4 mmol) lithium aluminium hydride suspended in 5 mL of THF, at ambient temperature, and is then stirred at ambient temperature for 5 hours. Cooling to about 0° C. is carried out and there are then added, cautiously, in succession, 0.14 mL of water, 0.11 mL of 20% aqueous sodium hydroxide solution and 0.51 mL of water. Stirring is carried out overnight at ambient temperature, and then the salts are filtered off over a frit and rinsed with THF. The combined filtrates are concentrated to yield the desired product.

Provenance & Evidence