反応 #2357434

反応方程式

Lithium diisopropylamide

2,4,5-Trifluorobenzoic acid

n-butyl lithium

2,4-difluoroaniline

HCl dioxane

diisopropylamine

→

title compound

収率 93.6%

2-(2,4-Difluoroanilino)-4,5-difluorobenzoic Acid

収率 93.6%

溶媒

THF

反応条件

後処理

1. 1
   その他was generated at −5° C.
2. 2
   温度to warm to room temperature over 17 hours
3. 3
   濃縮after 1 hour the mixture was concentrated to a solid
4. 4
   workup.DISSOLUTIONThe solid was redissolved in chloroform
5. 5
   洗浄washed with 1N HCl, water, and brine
6. 6
   その他The solution was dried
7. 7
   濃縮concentrated

実験手順

Lithium diisopropylamide was generated at −5° C. by combining diisopropylamine (7.2 mL, 51 mmol) and n-butyl lithium (33 mL, 53 mmol) in 150 mL of dry THF. After 30 minutes, the solution was cooled to −78° C. and 2,4-difluoroaniline (3.46 mL, 34 mmol) was added and stirred for 2 hours. 2,4,5-Trifluorobenzoic acid (3.0 g, 17 mmol) was added, and the mixture was allowed to warm to room temperature over 17 hours. A saturated solution of HCl/dioxane (10 mL) was added, and after 1 hour the mixture was concentrated to a solid. The solid was redissolved in chloroform and washed with 1N HCl, water, and brine. The solution was dried and concentrated to afford 4.54 g of the title compound as a solid.

出典