Sodium Hydroxide → HCID 12621148, compound

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Reaction Steps

To a cooled slurry of 0.40 g of lithium aluminum hydride in 30 ml of ether is added 1.55 g of 9b and the mixture is stirred at room temperature for 6 hours. The excess hydride is decomposed by the addition of 0.4 ml of water, followed by 0.4 ml of 15% aqueous sodium hydroxide solution and 1.2 ml of water. The mixture is filtered and the filtrate is concentrated. Crystallization of the residue from isopropyl alcohol gives 0.89 g of 2-cyclopentylmethyl-2,3-dihydro-8H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrole (8e), identical by infrared and nmr spectroscopy with the product obtained in Example 8. Reduction of 8e as described in Example 8 gives 2-cycopentylmethyl-2,3,8,12b-tetrahydro-1H-3a,8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrole.

Provenance & Evidence