Sodium hydride → HCID 66750738, compound

Participants

Reaction Steps

To a solution of (3-benzyloxy-7-bromonaphthalen-2-yl)-carbamic acid tert-butyl ester (38.65 g, 90.2 mmol) in DMF (300 mL) at 0° C. is added NaH (3.79 g, 99.3 mmol). To the solution is added methyl bromoacetate (10.3 mL, 108.2 mmol). The mixture is stirred for 10 min and then quenched with 1 N HCl. The solution is extracted with EtOAc and washed with 1 N HCl (3×) and sat. NaCl. The organic layer is dried over Na2SO4, filtered and concentrated. The residue is recrystallized from EtOAc to afford [(3-benzyloxy-7-bromonaphthalen-2-yl)-tert-butoxycarbony-amino]-acetic acid methyl ester.

Provenance & Evidence