반응 #50422

반응 방정식

Potassium t-butoxide

Ethyl formate

2-di-n-propylamino-8-butyryl-1,2,3,4-tetrahydronaphthalene

THF

ammonium hydroxide

Hydroxylamine

tetrahydrofuran

→

2-Di-n-propylamino-8-(4-ethylisoxazol-5-yl)-1,2,3,4-tetrahydronaphthalene

용매

water

water

반응 조건

후처리

1. 1
   workup.DISSOLUTIONto dissolve the solid
2. 2
   workup.STIRRINGwas stirred at room temperature for 20 hours after which it
3. 3
   추출The mixture was then extracted with methylene chloride
4. 4
   건조The extract was dried over sodium sulfate
5. 5
   기타evaporated
6. 6
   workup.DISSOLUTIONThe residue was dissolved in 100 of toluene, and 100 mg of p-toluenesulfonic acid
7. 7
   workup.ADDITIONwas added
8. 8
   온도The mixture then was refluxed for 1.5 hours after which it
9. 9
   workup.ADDITIONwas poured into water
10. 10
    추출extracted with methylene chloride
11. 11
    추출The methylene chloride extract
12. 12
    건조was dried over sodium sulfate
13. 13
    기타evaporated

실험 절차

Potassium t-butoxide (0.82 g; 7.3 mmol) was suspended in 100 ml of tetrahydrofuran (THF). Ethyl formate (1.0 g; 13.3 mmol) and 2-di-n-propylamino-8-butyryl-1,2,3,4-tetrahydronaphthalene (1.0 g; 3.3 mmol) in THF was added to the mixture. The resulting mixture was stirred at room temperature overnight. Hydroxylamine (1.2 g; 16.6 mmol) was added followed by sufficient water to dissolve the solid. The resulting mixture, having pH 6, was stirred at room temperature for 20 hours after which it was poured into water, and the pH was adjusted to 12 with ammonium hydroxide. The mixture was then extracted with methylene chloride. The extract was dried over sodium sulfate and evaporated. The residue was dissolved in 100 of toluene, and 100 mg of p-toluenesulfonic acid was added. The mixture then was refluxed for 1.5 hours after which it was poured into water and extracted with methylene chloride. The methylene chloride extract was dried over sodium sulfate and evaporated.

출처