反应 #1880998

反应方程式

8-(4-Hydroxymethyl-bicyclo[2.2.2]oct-1-yl)-3-propyl-3,7-dihydro-purine-2,6-dione

Et3N

→

aldehyde

收率 33.5%

4-(2,6-Dioxo-3-propyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-bicyclo[2.2.2]octane-1-carbaldehyde

收率 33.5%

溶剂

DMSO

EtOAc

反应条件

后处理

1. 1
   其他The resulting reaction mixture
2. 2
   洗涤washed with 5% aq citric acid, H2O, brine
3. 3
   干燥dried (Na2SO4)
4. 4
   浓缩concentrated under reduced pressure

实验过程

8-(4-Hydroxymethyl-bicyclo[2.2.2]oct-1-yl)-3-propyl-3,7-dihydro-purine-2,6-dione (2.70 g, 8.13 mmol) was dissolved in 40 mL of DMSO. Pyridine-SO3 (3.88 g, 3 eq) was added, followed by Et3N (7.4 mL, 7 eq) at rt. The resulting reaction mixture was stirred at rt for 18 h. It was then diluted with EtOAc and washed with 5% aq citric acid, H2O, brine, dried (Na2SO4) and concentrated under reduced pressure to afford 900 mg of the desired aldehyde.

来源