반응 #7391

반응 방정식

4-chloro-3-hydroxy-benzaldehyde

tert-butyldimethylsilyl chloride

triethylamine

→

title compound

3-{[tert-Butyl(dimethyl)silyl]oxy}-4-chlorobenzaldehyde

용매

DCM

반응 조건

후처리

1. 1
   기타The mixture was quenched with saturated aqueous sodium bicarbonate
2. 2
   추출extracted with diethyl ether
3. 3
   농축The combined organic extracts were concentrated under reduced pressure
4. 4
   기타to give an oil which
5. 5
   기타was purified
6. 6
   세척SPE (silica, eluting with cyclohexane followed by 10% to 30% ethyl acetate-cyclohexane)

실험 절차

A mixture of 4-chloro-3-hydroxy-benzaldehyde* (0.354 g), 4-N,N-dimethylaminopyridine (0.028 g), tert-butyldimethylsilyl chloride (0.409 g) and triethylamine (0.473 ml) in DCM (15 ml) was stirred at room temperature under nitrogen for 19 h. The mixture was quenched with saturated aqueous sodium bicarbonate and extracted with diethyl ether. The combined organic extracts were concentrated under reduced pressure to give an oil which was purified using SPE (silica, eluting with cyclohexane followed by 10% to 30% ethyl acetate-cyclohexane) to give the title compound (0.42 g) as an oil. *Kelley, J; Linn, J; Selway, J. W. T., J. Med. Chem. (1989), 32(8), 1757–63.

출처