Aluminium lithium hydride → HCID 12412168, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 11.5 parts by weight of lithium aluminum hydride in 100 parts by volume of refluxing ethyl ether under a nitrogen atmosphere is added over a 0.25 hour addition period 25.0 parts by weight of ethyl 5-chloro-2-phenylbenzo[b]thiophene-3-acetate in 100 parts by volume of ethyl ether. The resulting mixture is heated at reflux temperature for 48 hours before cooling to 0° C. and quenching with cautious sequential addition of 11.5 parts by volume of water, 11.5 parts by volume of 15% aqueous sodium hydroxide solution and 34.5 parts by volume of water. The reaction mixture is stirred for an additional two hours at 0° C. before the granular aluminum salts are removed by vacuum filtration. The aluminum salts are then washed with a liberal amount of ethyl ether. Concentration of the filtrate in vacuo affords 5-chloro-2-phenylbenzo[b]thiophene-3-ethanol as an off-white solid material. This material is represented by the following structural formula ##STR14##

Provenance & Evidence