HCID 44816597, compound → Ethyl 2-hydroxy-4-[(phenylmethyl)amino]bicyclo[2.2.2]octane-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

Ethanol (2 mL) was added to 4-(benzylamino)-2-oxobicyclo-[2.2.2]octane-1-carboxylic acid ethyl ester (200 mg, 0.66 mmol) and then the resulting mixture was stirred. The resulting mixture was cooled to 0° C., sodium boron hydride (38 mg, 1 mmol) was added thereto, the temperature thereof was raised up to room temperature and then the mixture was stirred for 30 minutes. After quenching the reaction mixture with a 18% aqueous ammonium chloride solution, the mixture was made uniform with water and acetonitrile and then quantitatively analyzed (according to the LC technique). As a result, the yield of the desired product was found to be 83% (the internal standard substance used was 1,2,4-trimethylbenzene).

Provenance & Evidence