반응 #2033820

반응 방정식

Title compound 461

10-(2-(tert-butyldimethylsilyloxy)ethyl)dibenzo[b,f][1,4]oxazepin-11(10H)-one

tetrabutylammonium fluoride

→

title compound 462

수율 85.0%

10-(2-hydroxyethyl)dibenzo[b,f][1,4]oxazepin-11(10H)-one

수율 85.0%

용매

THF

반응 조건

후처리

1. 1
   기타The mixture was evaporated
2. 2
   workup.ADDITIONpoured in ether
3. 3
   세척The organic layer was washed with water and brine
4. 4
   건조dried over sodium sulfate
5. 5
   여과filtered
6. 6
   기타evaporated
7. 7
   기타The crude was purified by flash chromatography (50-70% ethyl acetate in hexanes)

실험 절차

Title compound 461 (4.29 g, 11.6 mmol) was dissolved in THF (30.0 mL) and tetrabutylammonium fluoride (1M in THF, 13.4 mL, 13.4 mmol) was added. The reaction mixture was stirred at room temperature for 1 hour. The mixture was evaporated to ⅓ of the volume and then poured in ether. The organic layer was washed with water and brine, dried over sodium sulfate, filtered and evaporated. The crude was purified by flash chromatography (50-70% ethyl acetate in hexanes) to afford title compound 462 (2.51 g, 85%) as a white solid. MS (m/z): 256.1 (M+H).

출처