反応 #1566

反応方程式

nitric acid

isopropyl 3-(2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate

nitric acid

nitric acid

nitric acid

→

title product

3-(2-Chloro-4-fluoro-5-nitrophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetic acid

溶媒

sulfuric acid

反応条件

後処理

1. 1
   workup.STIRRINGstirred for 4 hours
2. 2
   workup.STIRRINGstirred at room temperature overnight
3. 3
   workup.STIRRINGstirred for 1 hour
4. 4
   workup.ADDITIONpoured onto ice
5. 5
   ろ過The resultant aqueous solution is filtered
6. 6
   その他to obtain a solid
7. 7
   乾燥A solution of the solid in ether is dried over anhydrous magnesium sulfate
8. 8
   濃縮concentrated in vacuo

実験手順

A solution of isopropyl 3-(2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate (48.7 g, 0.0508 mol) in concentrated sulfuric acid is cooled to 0° C., treated with 90% nitric acid (2.6 mL), stirred at room temperature overnight, treated with 90% nitric acid (1.0 mL), stirred for 4 hours, treated with 90% nitric acid (2.0 mL), stirred at room temperature overnight, treated with 90% nitric acid (1.0 mL), stirred for 1 hour and poured onto ice. The resultant aqueous solution is filtered to obtain a solid. A solution of the solid in ether is dried over anhydrous magnesium sulfate and concentrated in vacuo to give the title product as a yellow foam which is identified by NMR spectral analyses.

出典