反応 #1104

反応方程式

HCl

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

THF

magnesium

4-tert-butylbenzyl bromide

→

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

溶媒

ether

反応条件

後処理

1. 1
   抽出the mixture is extracted several times with ethyl acetate
2. 2
   洗浄the combined ethyl acetate phases are washed with sodium hydrogen carbonate solution
3. 3
   その他Purification
4. 4
   温度increasing amounts of methanol
5. 5
   workup.ADDITIONare added

実験手順

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.

出典