Sodium Hydroxide → HCID 68473089, compound

Participants

Reaction Steps

33 mg of methyl 7-chloro-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylate are dissolved in 6 cm3 of dioxane at a temperature close to 20° C. 1.8 cm3 of a 1N aqueous solution of sodium hydroxide are added, then the reaction mixture is heated at a temperature close to 60° C. for 1 h. The mixture is then concentrated to dryness under reduced pressure (5 kPa), taken up by 10 cm3 of ethyl ether and 10 cm3 of water. The aqueous phase is decanted, acidified with 1 cm3 of a 2N aqueous solution of hydrochloric acid. The reaction medium is washed two times with 10 cm3 of dichloromethane. The organic liquors are combined, dried over anhydrous magnesium sulfate, filtered and concentrated to dryness under reduced pressure (5 kPa). 215 mg of 7-methyl-1-oxo-2-(1-propylbutyl)-1,2,3,4-tetrahydroisoquinoline-5-carboxylic acid are obtained in the form of yellow crystals that are used directly in the following reaction.

Provenance & Evidence