تفاعل #7391

معادلة التفاعل

4-chloro-3-hydroxy-benzaldehyde

tert-butyldimethylsilyl chloride

triethylamine

→

title compound

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

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىThe mixture was quenched with saturated aqueous sodium bicarbonate
2. 2
   استخلاصextracted with diethyl ether
3. 3
   تركيزThe combined organic extracts were concentrated under reduced pressure
4. 4
   أخرىto give an oil which
5. 5
   أخرىwas purified
6. 6
   غسيلSPE (silica, eluting with cyclohexane followed by 10% to 30% ethyl acetate-cyclohexane)

الإجراء التجريبي

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.

المصدر