Реакция #6470

Уравнение реакции

pyridine-3-carbaldehyde

3-benzyloxyacetophenone

NaOH

ethanol

→

1-(Benzyloxyphenyl)-3-(3-pyridyl)-2-propen-1-one

Растворители

H2O

Условия реакции

Обработка

1. 1
   ТемператураThe resulting solution was cooled to 0°-5° C.
2. 2
   Фильтрацияpresent title product was recovered by filtration
3. 3
   Другоеpurified by chromatography on silica gel using 1:4 ethyl acetate
4. 4
   ДругоеCH2Cl2 as eluant to yield 1.5 g
5. 5
   Другоеof purified title product as an off-white solid

Методика

To a solution of NaOH (0.488 g) in 10 ml of H2O was added 5 ml of 95% ethanol, followed by 3-benzyloxyacetophenone (2.5 g). The resulting solution was cooled to 0°-5° C. and pyridine-3-carbaldehyde (0.903 ml) added. After standing at 0°-5° C. for 18 hours, present title product was recovered by filtration and purified by chromatography on silica gel using 1:4 ethyl acetate:CH2Cl2 as eluant to yield 1.5 g of purified title product as an off-white solid; mp 117°-119° C.; IR (KBr) 1660 cm-1;Anal. C 79.83, H 5.50, N 4.22, calcd. C 79.98, H 5.43, N 4.44.

Источник