Dimethylformamide → Methyl (2-chloro-4-cyano-5-methoxyphenyl)acetate

Participants

Reaction Steps

A mixture of methyl(2-chloro-5-methoxy-4-{[(trifluoromethyl)sulfonyl]oxy}phenyl)acetate (200 mg, 0.551 mmol), Zn(CN)2 (39 mg, 0.331 mmol) and Pd(PPh3)4 (50 mg, 0.043 mmol) in 10 mL of DMF was heated at 110˜120° C. under N2 overnight. Cooled to ambient temperature and the mixture was poured into brine (50 mL) and extracted with EtOAc (3*50 mL). The combined organic layers were washed with water (50 mL), brine (50 mL), dried over anhydrous Na2SO4 and concentrated. The residue was purified by prep-TLC to give methyl (2-chloro-4-cyano-5-methoxyphenyl)acetate.

Provenance & Evidence