تفاعل #84035

معادلة التفاعل

Methyl chloroformate

L-Valine

NaOH

sodium carbonate

→

(S)-2-(methoxycarbonylamino)-3-methylbutanoic acid

ظروف التفاعل

المعالجة

1. 1
   أخرىreach room temperature
2. 2
   أخرىThe reaction mixture was separated with ether (3×200 mL)
3. 3
   أخرىthe aqueous layer was contained in a round bottom flask
4. 4
   درجة الحرارةcooled in a ice-water bath
5. 5
   workup.ADDITIONConcentrated HCl (aq) was added drop wise until pH 2
6. 6
   أخرىwas brought to room temperature
7. 7
   استخلاصextracted with dichloromethane (3×200 mL)
8. 8
   تجفيفdried (sodium sulfate)
9. 9
   أخرىthe solids were removed by filtration
10. 10
    أخرىThe solvents of the filtrate were removed under reduced pressure
11. 11
    أخرىto afford a white solid
12. 12
    أخرىThe white solid was further dried in vacuum (25.3 g, 86%)

الإجراء التجريبي

To L-Valine (20 g, 167.3 mmol) in a stirred aqueous NaOH (1M, 167 mL) solution in a round bottom flask (1 L), sodium carbonate (8.866 g, 83.6 mmol) was added. The flask was cooled to 0° C. in an ice-water bath. Methyl chloroformate (17.4 g, 184 mmol) was added drop wise and the reaction mixture was allowed to stir for 15 hours and reach room temperature. The reaction mixture was separated with ether (3×200 mL), and the aqueous layer was contained in a round bottom flask and cooled in a ice-water bath. Concentrated HCl (aq) was added drop wise until pH 2. The mixture was brought to room temperature and extracted with dichloromethane (3×200 mL). The organic layers were pooled, dried (sodium sulfate), and the solids were removed by filtration. The solvents of the filtrate were removed under reduced pressure to afford a white solid. The white solid was further dried in vacuum (25.3 g, 86%).

المصدر