반응 #8311

반응 방정식

ethyl chloroformate

N-butyllithium

2-ethynyl-6-methyl-pyridine

→

desired product

수율 83.0%

(6-Methyl-pyridin-2-yl)-propinoic acid ethyl ester

수율 83.0%

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGstirred for 3 h while the solution
2. 2
   기타warms to room temperature
3. 3
   기타The reaction is quenched with saturated ammonium chloride solution
4. 4
   추출extracted with ethyl acetate
5. 5
   기타The solvent is removed

실험 절차

A solution of 2-ethynyl-6-methyl-pyridine (0.5 g, 4.3 mmol) in tetrahydrofuran (20 mL) is cooled to −78° C. and treated with 1.6 M N-butyllithium in hexanes (2.9 mL, 4.7 mmol) and stirred for 0.5 h. This solution is then treated with ethyl chloroformate (2.85 mL, 30 mmol) and stirred for 3 h while the solution warms to room temperature. The reaction is quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The solvent is removed to yield 0.67 g (83%) of desired product as a light yellow oil.

출처