تفاعل #2698

معادلة التفاعل

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

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONpoured onto diethyl ether/aq
2. 2
   استخلاصThe aqueous layer was extracted with ether
3. 3
   غسيلthe combined organic layers were washed twice with water
4. 4
   تجفيفdried (Na2SO4)
5. 5
   أخرىevaporated
6. 6
   أخرىchromatographed (silica gel; dichloromethane)
7. 7
   أخرىfinally triturated with ethyl acetate
8. 8
   أخرىto yield the product as slightly brown crystals

الإجراء التجريبي

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.

المصدر