Formic Acid → HCID 20283263, compound

Participants

Reaction Steps

To a stirred solution of 1,2,3,4-tetrahydro-1-dimethylaminomethyl-4-phenylisoquinoline base (Example 2) (9.5 g, 0.035 m) in toluene (100 ml) under nitrogen was added formic acid (8.05 g, 0.175 m) and the mixture heated to reflux in a Dean and Stark apparatus. After 3 ml of water were collected, the mixture was cooled, treated with 250 ml of 5% NaOH, and extracted with ether (1×150 ml) and then chloroform (3×100 ml) and the combined organic extracts dried over MgSO4. Evaporation of the solvents gave 12.6 g of 1,2,3,4-tetrahydro-2-formyl-1-dimethylaminomethyl-4-phenylisoquinoline as a yellow oil. This material was used directly for additional chemical processing without further purification.

Provenance & Evidence