반응 #48086

반응 방정식

3-chloro-2-fluoro-5-trifluoromethyl-benzoic acid

(4-tert-butylbenzyl)-[2-(4-chlorophenyl)-ethyl]-amine

HBTU

4-methylmorpholine

→

light yellow amorphous material

수율 70.1%

N-(4-tert-butyl-benzyl)-3-chloro-N-[2-(4-chloro-phenyl)-ethyl]-2-fluoro-5-trifluoromethyl-benzamide

수율 70.1%

용매

DMF

brine

water

반응 조건

후처리

1. 1
   추출extracted with ethyl acetate
2. 2
   세척The combined organic phases were washed with brine
3. 3
   건조dried with magnesium sulfate
4. 4
   여과filtered
5. 5
   농축concentrated in vacuo
6. 6
   기타The residue was purified by column chromatography (silica gel; heptane/EtOAc 95:5)

실험 절차

To a solution of 50 mg of 3-chloro-2-fluoro-5-trifluoromethyl-benzoic acid (0.206 mmol) and 68 mg (0.225 mmol) of (4-tert-butylbenzyl)-[2-(4-chlorophenyl)-ethyl]-amine in 3 ml of DMF were added 117 mg of HBTU (0.31 mmol) and 0.063 ml (0.62 mmol) of 4-methylmorpholine. After stirring the reaction mixture over night at RT it was poured on a mixture of 15 ml of brine and 15 ml of water and extracted with ethyl acetate. The combined organic phases were washed with brine, dried with magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by column chromatography (silica gel; heptane/EtOAc 95:5) to give 76 mg (70%) of a light yellow amorphous material. MS (ISP) 526.0 (M+H)+. In analogy to example 1:

출처