반응 #1090359

반응 방정식

estrone

Estrone

potassium carbonate

benzyl bromide

→

40

수율 81.0%

3-Benzyloxyestra-1,3,5(10)-trien-17-one

수율 81.0%

용매

DMF

반응 조건

후처리

1. 1
   기타quenched with H2O
2. 2
   추출extracted with EtOAc
3. 3
   세척The combined organic layers were washed with H2O, saturated aqueous NaCl
4. 4
   건조dried (Na2SO4)
5. 5
   여과The desiccant was filtered
6. 6
   기타the solvent was evaporated at reduced pressure
7. 7
   세척The residue was washed with Et2O

실험 절차

To a solution of estrone (11, 2.70 g, 10 mmol) in DMF (40 mL) were added potassium carbonate (2.76 g, 20 mmol) and benzyl bromide (1.8 mL, 15 mmol) at room temperature. The reaction mixture was stirred for 26 h, then quenched with H2O, and extracted with EtOAc. The combined organic layers were washed with H2O, saturated aqueous NaCl, and then dried (Na2SO4). The desiccant was filtered and the solvent was evaporated at reduced pressure. The residue was washed with Et2O to afford 2.91 g of 40 (81% yield) mp: 126-127° C.

출처