반응 #434480

반응 방정식

rac-2-(4-fluoro-phenyl)-cyclohexanol

Dess-Martin periodinane

→

title compound

수율 89.0%

rac-2-(4-Fluoro-phenyl)-cyclohexanone

수율 89.0%

용매

DCM

반응 조건

후처리

1. 1
   세척after 2 h the reaction mixture was washed with sodium hydrogen carbonate (10%, 150 mL)
2. 2
   기타The organic phase was then separated
3. 3
   세척washed with sodium thiosulfite (10%, 150 mL)
4. 4
   건조dried over sodium sulfate
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타Purification by chromatography through silica gel
8. 8
   세척eluting with ethyl acetate:hexane (1:4)

실험 절차

bi) To a solution of rac-2-(4-fluoro-phenyl)-cyclohexanol (3.8 g, 20 mmol) in DCM (320 mL) was added Dess-Martin periodinane [1,1,1-tris(acetyloxy)-1,1-dihydro-1,2-benziodoxol-3-(1H)-one](10 g, 24 mmol) at room temperature and after 2 h the reaction mixture was washed with sodium hydrogen carbonate (10%, 150 mL). The organic phase was then separated and washed with sodium thiosulfite (10%, 150 mL) and then dried over sodium sulfate, filtered and evaporated. Purification by chromatography through silica gel, eluting with ethyl acetate:hexane (1:4) afforded the title compound (3.4 g, 89%) as white crystals. MS: m/e=192.1 (M).

출처