Sodium hydride → HCID 10502067, compound

Participants

Reaction Conditions

Reaction Steps

The above ethyl 3,5-difluoro-6-(N-ethoxycarbonylamino)-2-methoxymethoxybenzoate was dissolved in 35 mL of tetrahydrofuran under ice-cooling, 792 mg of sodium hydride (60% oil dispersion) and 1.69 mL of pivaloyl chloride were added and the mixture was stirred at 0° C. for 25 minutes. 396 mg of sodium hydride (60% oil dispersion) and 0.85 mL of pivaloyl chloride were further added and the mixture was stirred at 0° C. for 20 minutes. 158 mg of sodium hydride (60% oil dispersion) and 0.34 mL of pivaloyl chloride were further added and the mixture was stirred 0 ° C. for 1.2 hours. An aqueous saturated solution of ammonium chloride was added to the reaction solution and the mixture was extracted with ether. The organic layer was washed with an aqueous saturated solution of sodium chloride, and dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to give 6.63 g of ethyl 3,5-difluoro-6-(N-ethoxycarbonyl-N-pivaloylamino)-2-methoxymethoxybenzoate (two stage yield: 80%).

Provenance & Evidence