반응 #1104

반응 방정식

HCl

4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine

THF

magnesium

4-tert-butylbenzyl bromide

→

4-(4-Hydroxy-4-tert-butylbenzylcyclohexylamino)-3-methoxy-2-methylpyridine

용매

ether

반응 조건

후처리

1. 1
   추출the mixture is extracted several times with ethyl acetate
2. 2
   세척the combined ethyl acetate phases are washed with sodium hydrogen carbonate solution
3. 3
   기타Purification
4. 4
   온도increasing amounts of methanol
5. 5
   workup.ADDITIONare added

실험 절차

A Grignard solution is prepared from 1.2 g of magnesium and 12.9 g of 90% strength 4-tert-butylbenzyl bromide in 100 ml of abs. ether. 2.9 g of 4-(4-oxocyclohexylamino)-3-methoxy-2-methylpyridine in 50 ml of absolute THF are added dropwise to this solution. After 17 hours at room temperature it is acidified with 25 ml of 2N HCl, the mixture is extracted several times with ethyl acetate and the combined ethyl acetate phases are washed with sodium hydrogen carbonate solution. Purification is carried out by column chromatography on silica gel using ethyl acetate to which increasing amounts of methanol are added.

출처