반응 #73527

반응 방정식

6-chloropyridine-3-carbonyl chloride

2,2-dimethylpropanol

→

2,2-dimethylpropyl 6-chloropyridine-3-carboxylate

수율 92.0%

용매

EtOAc

toluene

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   농축the medium is concentrated
3. 3
   기타the residue obtained
4. 4
   세척washed successively with water (2×200 mL), saturated NaHCO3 solution (2×200 mL) and brine (100 mL)
5. 5
   건조dried over Na2SO4
6. 6
   농축concentrated under reduced pressure
7. 7
   기타purified by chromatography on a column of silica gel
8. 8
   세척eluting with a cyclohexane/EtOAc gradient of 0 to 5% EtOAc

실험 절차

To a solution of 10 g (56.8 mmol) of 6-chloropyridine-3-carbonyl chloride in 100 mL of anhydrous toluene are added under argon, at room temperature, 15 g (170.4 mmol) of 2,2-dimethylpropanol. The reaction medium is then heated for 6 hours at 80° C. After cooling to room temperature, the medium is concentrated and the residue obtained is taken up in 800 mL of EtOAc, washed successively with water (2×200 mL), saturated NaHCO3 solution (2×200 mL) and brine (100 mL), dried over Na2SO4, and then concentrated under reduced pressure and purified by chromatography on a column of silica gel, eluting with a cyclohexane/EtOAc gradient of 0 to 5% EtOAc. 11.9 g of 2,2-dimethylpropyl 6-chloropyridine-3-carboxylate are obtained in the form of a white powder.

출처