반응 #2549

반응 방정식

THF

n-butyl lithium

morpholine

4-chloromethyl-N-(2-methoxyphenyl)benzamide

→

title compound

수율 39.2%

N-(2-Methoxyphenyl)-4-morpholinomethylbenzamide

수율 39.2%

용매

water

ether

반응 조건

후처리

1. 1
   온도with cooling in an ice bath
2. 2
   workup.STIRRINGstirring for 2.5 hours at 60° C.
3. 3
   추출extracted with ethyl acetate
4. 4
   기타After removing insoluble materials
5. 5
   여과by filtration
6. 6
   세척the organic layer was washed with water and saturated brine
7. 7
   건조dried on anhydrous sodium carbonate
8. 8
   기타Thereafter, the solvent was removed by evaporation
9. 9
   기타the resulting residue was purified

실험 절차

In an atmosphere of argon, morpholine (192 mg, 2.2 mmol) was dissolved in ether (5 ml) to which, with cooling in an ice bath, was subsequently added n-butyl lithium (1.45 ml, 1.52M, 2.2 mmol). After 5 minutes of stirring at room temperature, to this was added 4-chloromethyl-N-(2-methoxyphenyl)benzamide (276 mg, 1.0 mmol) at the same temperature. After adding THF (5 ml) and stirring for 2.5 hours at 60° C., the reaction solution was mixed with water (20 ml) and extracted with ethyl acetate. After removing insoluble materials by filtration, the organic layer was washed with water and saturated brine and then dried on anhydrous sodium carbonate. Thereafter, the solvent was removed by evaporation, and the resulting residue was purified by subjecting it to a silica gel column chromatography (ether) to obtain 128 mg (39.2%) of the title compound in the form of light yellow solid.

출처