반응 #86623

반응 방정식

Methyl 1-{[(tert-butoxycarbonyl)(methyl)amino]methyl}cyclopropanecarboxylate

water

sodium hydroxide

→

title compound

수율 94.0%

1-{[(tert-butoxycarbonyl)(methyl)amino]methyl}cyclopropanecarboxylic acid

수율 94.0%

용매

methanol

반응 조건

후처리

1. 1
   온도the reaction was cooled with an ice bath
2. 2
   기타quenched into a cold (ice bath temperature) mixture of 1N hydrogen chloride (19.6 mL) and saturated sodium chloride (19.6 mL)
3. 3
   추출The product was extracted with ethyl acetate (3 times)
4. 4
   건조The organic solution was dried over anhydrous sodium sulfate
5. 5
   여과filtered

실험 절차

Methyl 1-{[(tert-butoxycarbonyl)(methyl)amino]methyl}cyclopropanecarboxylate was dissolved in methanol (6.8 mL) and water (5.8 mL) and treated with 10M sodium hydroxide (0.98 mL, 9.82 mmol). The solution was heated at 50° C. After 30 minutes, the reaction was cooled with an ice bath and quenched into a cold (ice bath temperature) mixture of 1N hydrogen chloride (19.6 mL) and saturated sodium chloride (19.6 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 (680 mg, 94% yield) which was used crude in the next step.

출처