반응 #1060701

반응 방정식

ether

4-(4-octyloxyphenyl)benzoyl chloride

(1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane

pyridine

→

desired compound

수율 36.8%

4-((1R,2S)-1-cyano-2-hexylcyclopropyl)phenyl 4-(4-octyloxyphenyl)benzoate

수율 36.8%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타as obtained in Example 11
2. 2
   온도with refluxing
3. 3
   온도cooled
4. 4
   세척the resulting mixture was washed with diluted hydrochloric acid, water, and saturated sodium chloride aqueous solution
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   기타The solvent was removed by evaporation
7. 7
   기타the residue was separated
8. 8
   기타purified by silica gel column chromatography (solvent: hexane/ethyl acetate=5/1)

실험 절차

In 8 ml of dichloromethane were dissolved 66 mg of 4-(4-octyloxyphenyl)benzoyl chloride and 36 mg of (1R,2S)-1-cyano-2-hexyl-1-(4-hydroxyphenyl)cyclopropane as obtained in Example 11. Thereto was added 0.5 ml of pyridine. The resulting mixture was stirred for 8 hours with refluxing, and then cooled. Thereafter, 50 ml of ether was added to the reaction mixture, and the resulting mixture was washed with diluted hydrochloric acid, water, and saturated sodium chloride aqueous solution, and then dried over anhydrous sodium sulfate. The solvent was removed by evaporation, and the residue was separated and purified by silica gel column chromatography (solvent: hexane/ethyl acetate=5/1). Thus, 30 mg of the desired compound was obtained as colorless crystals.

출처