Water → (2-Benzyloxy-4-phenoxyphenylamino)acetic acid methyl ester

Participants

Reaction Conditions

Reaction Steps

To a mixture of 2-benzyloxy-4-phenoxyphenylamine (400 mg, 1.37 mmol) and K2CO3 (284 mg, 2.05 mmol) in DMF (5 mL) is added methyl bromoacetate (231 mg, 1.51 mmol). The mixture is stirred at 60° C. for 90 min., then an additional methyl bromoacetate (50 mg) is added and the mixture is stirred at 60° C. for 1 h. The mixture is allowed to cool to ambient temperature, then poured into water and extracted into EtOAc. The organic phase is washed with water (3×), saturated NaCl (1×) and dried over Na2SO4. The solvent is removed under reduced pressure to afford (2-benzyloxy-4-phenoxyphenylamino)acetic acid methyl ester. This is used directly in the next step.

Provenance & Evidence