تفاعل #1010651

معادلة التفاعل

ammonium chloride

ethyl 2-oxopropanoate

2-methyl-1,3-thiazole

n-butyllithium hexane

→

ethyl 2-hydroxy-2-(2-methyl-1,3-thiazol-5-yl)propanoate

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGby stirring at −78° C. for 1 hour
2. 2
   استخلاصfollowed by extraction with ethyl acetate
3. 3
   غسيلThe organic layer was washed with a saturated aqueous sodium chloride solution
4. 4
   تجفيفdried over anhydrous magnesium sulfate
5. 5
   أخرىthe solvent was then evaporated under reduced pressure
6. 6
   أخرىThe obtained residue was purified by silica gel column chromatography

الإجراء التجريبي

To a solution of 1.5 g of 2-methyl-1,3-thiazole in 20 ml of THF was added 5.5 ml of a 2.76 M n-butyllithium/hexane solution at −78° C., followed by stirring for 30 minutes. To the reaction mixture was added dropwise a solution of 2 ml of ethyl 2-oxopropanoate in 10 ml of THF, followed by stirring at −78° C. for 1 hour. To the reaction mixture was added a saturated aqueous ammonium chloride solution, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was then evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 1.05 g of ethyl 2-hydroxy-2-(2-methyl-1,3-thiazol-5-yl)propanoate.

المصدر