Diethyl Ether → HCID 56597423, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of (±)-1-(5-bromo-2-ethoxycarbonylmethoxy-phenyl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid benzyl ester (105 mg, 0.20 mmol, 1.0 eq.) in DMF (10 mL) were added zinc cyanide (23 mg, 0.20 mmol, 1.0 eq.) and tetrakis(triphenylphosphine) palladium (0) (23 mg, 0.02 mmol, 0.1 eq.). The resulting suspension was stirred at 110° C. for 18 hours. After cooling, Et2O (100 mL) was added and the solution was washed with sat. aq. NaCl soln. (2×120 mL). The organic layer was dried over MgSO4, filtered, and the solvent was removed under vacuum. To a solution of the crude product in DMF (0.9 mL) 1M aq. NaOH soln. (0.25 mL) was added. The solution was stirred at r.t. for 18 hours. The solution was acidified with 1M aq. HCl soln.

Provenance & Evidence