Acetaldehyde, 2,2-dimethoxy- → HCID 15523870, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of 13.5 g of 1-cyano-5-aminobenzocyclobutane in 400 ml of 1,2-dichloroethane there are added rapidly, dropwise, 26.5 ml of a 45% solution of 2,2-dimethoxyacetaldehyde in tert-butyl methyl ether, then 16 ml of acetic acid and finally, in fractions, 39.7 g of sodium triacetoxyborohydride. After increasing the temperature to 29° C., the mixture is cooled again to room temperature, and then stirred for 1 hour 15 minutes and hydrolysed by pouring into 500 ml of an aqueous saturated sodium hydrogen carbonate solution. The organic phase is separated off, washed with water and concentrated under reduced pressure to yield the desired product in a quantitative yield.

Provenance & Evidence