반응 #2698

반응 방정식

NaHCO3

Sodium iodide

chlorotrimethylsilane

Tris-(8-trimethylsilyl-2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol

→

Tris-(2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl) methanol

용매

acetonitrile

반응 조건

후처리

1. 1
   workup.ADDITIONpoured onto diethyl ether/aq
2. 2
   추출The aqueous layer was extracted with ether
3. 3
   세척the combined organic layers were washed twice with water
4. 4
   건조dried (Na2SO4)
5. 5
   기타evaporated
6. 6
   기타chromatographed (silica gel; dichloromethane)
7. 7
   기타finally triturated with ethyl acetate
8. 8
   기타to yield the product as slightly brown crystals

실험 절차

Tris-(8-trimethylsilyl-2,2,6,6-tetramethylbenzo[1,2-d:5,4-d']-bis(1,3)oxathiol-4-yl)methanol (0.62 g, 0.62 mmol) was dissolved in acetonitrile (150 mL). Sodium iodide (0.75 g, 6.0 mmol) and chlorotrimethylsilane (0.65 g, 6.0 mmol) was added in one portion. The mixture was stirred for 20 min and then poured onto diethyl ether/aq. NaHCO3. The aqueous layer was extracted with ether and the combined organic layers were washed twice with water, dried (Na2SO4), evaporated, chromatographed (silica gel; dichloromethane) and finally triturated with ethyl acetate to yield the product as slightly brown crystals.

출처