Sodium hydride → 6-Phenyl-2-(4,6-dimethoxypyrimidin-2-yloxy)benzoic acid

Participants

Reaction Steps

This compound was prepared in a manner analogous to that of Example 5, Step D, using 0.5 gram (0.003 mole) of 6-phenylsalicylic acid, 0.6 gram (0.003 mole) of 4,6-dimethoxy-2-methylsulfonylpyrimidine, and 0.3 gram (0.005 mole) of 50% sodium hydride in mineral oil in 60 mL of tetrahydrofuran. This reaction mixture was combined with a second reaction mixture of 1.7 grams (0.008 mole) of 6-phenylsalicylic acid, 1.7 grams (.008 mole) of 4,6-dimethoxy-2-methylsulfonylpyrimidine and 0.8 gram (0.016 mole) of 50% sodium hydride in mineral oil in 120 mL of tetrahydrofuran. The combination was treated as described in Example 5, Step D, to yield 1.7 grams of 6-phenyl-2-(4,6-dimethoxypyrimidin-2-yloxy)benzoic acid. The nmr spectrum was consistent with the proposed structure.

Provenance & Evidence