Benzene → Methyl 2-amino-6-chlorobenzoate

Participants

Reaction Steps

To prepare this compound, trimethylsilyldiazomethane (2 M in hexanes, 1.5 equiv) was added to a solution of the 2-amino-6-chlorobenzoic acid (1 equiv) in 2:1 benzene:methanol (0.2-0.3 M) at room temperature. After 1 hour, the solvent was removed under reduced pressure to afford methyl 2-amino-6-chlorobenzoate in 96% yield. That product was used without further purification or was purified by flash chromatography (7:3 hexanes:ethyl acetate) in 91% yield.

Provenance & Evidence