반응 #61000

반응 방정식

2-Chloro-5-(methylthio)-benzoic acid

morpholine

potassium carbonate

→

title compound

수율 10.1%

5-Methylsulfanyl-2-morpholin-4-yl-benzoic acid

수율 10.1%

용매

pentanol

반응 조건

후처리

1. 1
   온도The mixture was heated to 100° C
2. 2
   workup.STIRRINGstirred for 40 minutes
3. 3
   기타The solvent was evaporated
4. 4
   추출The aqueous layer was extracted twice with ethylacetate
5. 5
   건조dried over Na2SO4
6. 6
   여과filtered
7. 7
   기타the solvent was removed in vacuo
8. 8
   기타The crude oil was chromatographed over silicagel

실험 절차

A mixture of 2-Chloro-5-(methylthio)-benzoic acid (1 g, 4.7 mmol), morpholine (620 ul, 7.1 mmol), potassium carbonate (1.05 g, 7.6 mmol) and Copper (24 mg, 0.38 mmol) in pentanol (6 ml) was stirred for 1 h at room temperature. The mixture was heated to 100° C and stirred for 40 minutes. The solvent was evaporated. The residue was taken up in water and acidified to pH 2. The aqueous layer was extracted twice with ethylacetate. The organic layers were combined, dried over Na2SO4, filtered and the solvent was removed in vacuo. The crude oil was chromatographed over silicagel: eluent: heptane/ethylacetate 0-20% over 15 minutes to provide the title compound as a brown solid (120 mg, 10%), MS (m/e): 252.1 (M−H, 100%)

출처