Ammonium Hydroxide → HCID 54497968, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 14 g of pyridine-2-carboxylic acid phenethyl-amide and 300 g of polyphosphoric acid was stirred at 140° C. for 90 min., at 150° C. for 60 min. and finally at 155° C. for 60 min. The solution was cooled to 120° C. and poured into 2 l of water while stirring. The mixture was stirred at room temperature for a further 15 min. and made basic (strong warming|) by the addition of about 300 ml of 25% ammonium hydroxide while cooling with ice and stirring. Thereafter, the mixture was extracted with 2×400 ml of ethyl acetate. The combined raspberry-red organic phases were washed with 100 ml of 10% sodium chloride solution, dried over sodium sulfate, treated with about 5 g of Darco G60 and evaporated to dryness. There were obtained 11.6 g of 1-pyridin-2-yl-3,4-dihydro-isoquinoline as a yellowish oil, b.p. 130° C./0.08 mbar (bulb-tube).

Provenance & Evidence