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温度

0 °C

To a suspension of 60% sodium hydride (527 mg) in dimethylformamide (20 mL) was added 3,5-pyridinedicarboxylic acid (2.00 g) under ice-water cooling and the mixture was stirred at 0° C. for 1 hour. To the mixture was added (bromomethyl)benzene (2.05 g) and the mixture was stirred at 60° C. for 2 hours. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with water and brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was triturated with ethyl acetate to give 5-[(benzyloxy)carbonyl]nicotinic acid as a pale yellow powder (722 mg).

1. stirringthe mixture was stirred at 60° C. for 2 hours
2. customThe mixture was partitioned between ethyl acetate and water
3. washThe organic layer was washed with water and brine
4. dry with materialdried over magnesium sulfate
5. customevaporated in vacuo
6. customThe residue was triturated with ethyl acetate