Sodium Hydroxide → 6-Nitro-4-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline

Participants

Reaction Steps

A mixture of 0.83 g of N-methyl-N-(4-nitrophenylmethyl)-2,2-dimethoxy-ethylamine and 3.0 ml trifluoromethanesulphonic acid is prepared in a dry ice/ethanol cooling bath, slowly brought to ambient temperature and stirred for 18 h. Then it is poured onto ice water, made alkaline with 2N NaOH, extracted 3× with EtOAc, the organic phases are dried with Na2SO4, concentrated and purified by repeated chromatography.

Provenance & Evidence