反応 #1060970

反応方程式

triethyl amine

2, 4-difluoroaniline

2-chloro-4,5-difluorobenzoic acid

→

2-(2,4-difluorophenylamino)-4,5-difluorobenzoic acid

収率 63.1%

溶媒

DMF

DMF

反応条件

後処理

1. 1
   温度to cool to room temperature
2. 2
   その他The reaction mixture was evaporated in vacuo
3. 3
   その他the residue was partitioned between ether and aqueous ammonium chloride
4. 4
   洗浄The organic phase was washed with 2N HCl and saturated aqueous lithium chloride solution
5. 5
   乾燥The ether was dried over sodium sulfate
6. 6
   workup.ADDITIONtreated with darco
7. 7
   ろ過filtered
8. 8
   その他evaporated
9. 9
   その他The residue was crystallized from hexane-ether

実験手順

A suspension of triethyl amine (15 ml, 0.11 mol), 2, 4-difluoroaniline (25 ml, 0.24 mol), copper bronze (2.7 g., 0.04 mol), in hot DMF (25 ml) was treated with a solution of 2-chloro-4,5-difluorobenzoic acid (23 g., 0.12 mol) in 25 ml of DMF and the temperature was maintained at 85° C. for 8 hours. The reaction mixture was allowed to cool to room temperature and was then stirred overnight. The reaction mixture was evaporated in vacuo and the residue was partitioned between ether and aqueous ammonium chloride. The organic phase was washed with 2N HCl and saturated aqueous lithium chloride solution. The ether was dried over sodium sulfate, treated with darco and then filtered and evaporated. The residue was crystallized from hexane-ether to afford 21.6 g (62%) of 2-(2,4-difluorophenylamino)-4,5-difluorobenzoic acid; m.p.: 215°-216° C.

出典