反応 #2698

反応方程式

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

溶媒

acetonitrile

反応条件

後処理

1. 1
   workup.ADDITIONpoured onto diethyl ether/aq
2. 2
   抽出The aqueous layer was extracted with ether
3. 3
   洗浄the combined organic layers were washed twice with water
4. 4
   乾燥dried (Na2SO4)
5. 5
   その他evaporated
6. 6
   その他chromatographed (silica gel; dichloromethane)
7. 7
   その他finally triturated with ethyl acetate
8. 8
   その他to yield the product as slightly brown crystals

実験手順

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.

出典