반응 #86626
ord-9254b35dd41d4e8f9063379dca82f8f5
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후처리
- 1온도cooled with an ice bath
- 2온도the mixture was heated at 50° C
- 3온도the reaction was cooled to room temperature
- 4온도The mixture was then heated at 50° C. for 1 hour
- 5온도The reaction was cooled with an ice bath
- 6기타quenched into a cold (ice bath temperature) mixture of 1 N hydrogen chloride (19.7 mL) and saturated sodium chloride (19.7 mL)
- 7추출The product was extracted with ethyl acetate (3 times)
- 8건조The organic solution was dried over anhydrous sodium sulfate
- 9여과filtered
실험 절차
4-{[(tert-Butoxycarbonyl)amino]methyl}tetrahydro-2H-pyran-4-carboxylic acid (729 mg, 2.81 mmol) was dissolved in N,N-dimethylformamide (7.3 mL) and cooled with an ice bath. To the solution was added sodium hydride, 60% in mineral oil (337 mg, 8.43 mmol), and the solution was warmed to room temperature. Dimethyl sulfate (612 μL, 6.47 mmol) was added, and the mixture was heated at 50° C. After 30 minutes, the reaction was cooled to room temperature, and additional 60% sodium hydride in mineral oil (56.2 mg, 1.40 mmol) and dimethyl sulfate (133 μL, 1.40 mmol) were added: The mixture was then heated at 50° C. for 1 hour. The reaction was cooled with an ice bath and quenched into a cold (ice bath temperature) mixture of 1 N hydrogen chloride (19.7 mL) and saturated sodium chloride (19.7 mL). The product was extracted with ethyl acetate (3 times). The organic solution was dried over anhydrous sodium sulfate and filtered. Concentration of the organic solution gave the title compound, which was used crude in the next step.