HCID 178461285, compound → HCID 178461194, compound

Participants

Reaction Conditions

Reaction Steps

Ethyl polyphosphoric acid (10 mL) was added to trans-4-methyl-N-(2-phenylethyl)cyclohexanecarboxamide (2 g), followed by stirring under heating at 120° C. for 2 hours. Water was added to the reaction liquid which was then extracted with EtOAc. The organic layer was washed with water and saturated brine, and then dried over magnesium sulfate. The solvent was evaporated. To the resulting residue were added EtOH (10 mL) and then sodium borohydride (0.31 g) under ice-cooling, directly followed by stirring for 2 hours. Water was added to the reaction liquid, followed by extraction with EtOAc. The organic layer was washed with water and saturated brine, and then dried over magnesium sulfate. The solvent was evaporated to obtain 1-(trans-4-methylcyclohexyl)-1,2,3,4-tetrahydroisoquinoline (2 g).

Provenance & Evidence