Hydrochloric Acid → HCID 21847890, compound

Participants

Reaction Steps

N-tert-Butyloxycarbonyl-3-ethoxycarbonyl-3-methyl-1,2,3,4-tetrahydroisoquinoline (10 g) was dissolved in 100 mL of tetrahydrofuran and lithium aluminum hydride (3.42g) was added carefully at 0° C. and the mixture was stirred for 30 min. Then, it was refluxed for 3 h and the reaction mixture was poured onto ice portion wise. The mixture was acidified to pH 1 by 2N HCl (2000 mL) and fltered over Celite 545. Volatile components in the resulting clear solution was evaporated in vacuo and after addition of 100 mL brine, it was extracted with dichloromethane (100 mL×3). Combined organic layer was dried over MgSO4, filtered and concentrated to afford the product as yellow solid (5.98 g)

Provenance & Evidence