반응 #2075727

반응 방정식

lithium bis(trimethylsilyl)amide

4-chloro-2-fluoro-3-methoxybenzonitrile

2-propanol

HCl

→

title compound

수율 156.9%

4-Chloro-2-fluoro-3-methoxybenzamidine hydrochloride

수율 156.9%

용매

ether

THF

반응 조건

후처리

1. 1
   workup.WAITUpon standing at 5° C. for 18 h
2. 2
   기타precipitated
3. 3
   여과The precipitated product was collected by filtration
4. 4
   세척washed with ether
5. 5
   기타dried under vacuum

실험 절차

4-chloro-2-fluoro-3-methoxybenzonitrile (3.0 g, 16 mmol) was dissolved in 7 mL dry THF and added dropwise to a 1M solution of lithium bis(trimethylsilyl)amide (18 mL, 18 mmol). After stirring at 25° C. for 5 h, the mixture was treated with 25 mL of 2-propanol saturated with gaseous HCl. Upon standing at 5° C. for 18 h, the mixture was diluted with 30 mL ether whereupon the product precipitated. The precipitated product was collected by filtration, washed with ether and dried under vacuum to give the title compound (3.0 g, 78.6% yield): 1H NMR (DMSO-d6) δ 9.70 (br d, 3H), 7.58 (m, 1H), 7.46 (m, 1H), 7.39 (br d, 1H), 3.96 (s, 3H).

출처