反应 #1340612

反应方程式

hydrochloric acid

sodium hydroxide

ethyl 4-[(3S,4S)-3-(tert-butoxycarbonyl)amino-4-methylpyrrolidin-1-yl]-2,5-difluoro-3-methylbenzoate

→

title compound

4-[(3S,4S)-3-(tert-Butoxycarbonyl)amino-4-methylpyrrolidin-1-yl]-2,5-difluoro-3-methylbenzoic acid

溶剂

ethanol

ethanol

反应条件

后处理

1. 1
   其他was removed under reduced pressure
2. 2
   workup.ADDITIONSubsequently, 1 mol/L hydrochloric acid was added to the residue
3. 3
   萃取the mixture was extracted with ethyl acetate (200 mL×2)
4. 4
   干燥by drying over anhydrous sodium sulfate
5. 5
   过滤After filtration
6. 6
   浓缩the filtrate was concentrated under reduced pressure
7. 7
   其他dried under reduced pressure (solvent)

实验过程

A 1 mol/L aqueous sodium hydroxide solution (15 mL, 15 mmol) was added under cooling with ice to a solution of ethyl 4-[(3S,4S)-3-(tert-butoxycarbonyl)amino-4-methylpyrrolidin-1-yl]-2,5-difluoro-3-methylbenzoate (2.51 g, 6.30 mmol) in ethanol (20 mL), followed by stirring at room temperature for 20 hours. The resultant mixture was neutralized with 1 mol/L hydrochloric acid under cooling with ice, and ethanol was removed under reduced pressure. Subsequently, 1 mol/L hydrochloric acid was added to the residue, and the mixture was extracted with ethyl acetate (200 mL×2), followed by drying over anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure, and dried under reduced pressure (solvent), to thereby yield the title compound as a yellow oily substance (2.20 g, quantitative amount). The product was employed, without further purification, in the subsequent step.

来源