Sodium Hydroxide → HCID 21285208, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 394.0 g (0.926 M) of 1-(3,4-dimethoxyphenyl)-3-(acetoxymethyl)-4-ethyl-6,7-dimethoxy-isoquinoline (compound of Example 20) or 407.0 g (0.926 M) of 1-(3,4-dimethoxyphenyl)-3-propionyloxymethyl-4-ethyl-6,7-dimethoxy-isoquinoline (compound of Example 38) and 2.76 liters of 5% aqueous hydrochloric acid is refluxed for one hour. The reaction mixture is cooled, poured into 1.98 liters of an aqueous 10% solution of sodium hydroxide, cooled to 5° C., the crystals formed are filtered, washed with 4×300 ml of water and dried at 80° to 100° C., giving 365 to 375 g of a crude product, m. p. 160° to 163° C. This product is recrystallized from one liter of ethyl acetate. Yield 322.5 g (91.0%), m. p. 164° to 166° C.

Provenance & Evidence