反応 #1622068

反応方程式

potassium carbonate

4(Aminocarbonylmethyl)-1-azabicyclo[2.2.1]heptane

vinylene carbonate

→

title compound

収率 7.0%

4-[(1,3-Oxazol-2-yl)methyl]-1-azabicyclo[2.2.1]heptane oxalate salt

収率 7.0%

溶媒

反応条件

後処理

1. 1
   温度to cool
2. 2
   その他The product was recovered by extraction into chloroform
3. 3
   その他The organic phase was separated
4. 4
   乾燥dried over sodium sulphate
5. 5
   濃縮concentrated in vacuo to a gum (48mg)
6. 6
   workup.DISSOLUTIONThe gum was dissolved in ether
7. 7
   ろ過filtered through a short column of decolourising charcoal
8. 8
   workup.ADDITIONtreated with oxalic acid (25mg) in methanol
9. 9
   その他to crystallise

実験手順

4(Aminocarbonylmethyl)-1-azabicyclo[2.2.1]heptane (D27) (350mg, 0.00227 mole) in polyphosphoric acid (15g) was treated with vinylene carbonate (292mg, 0.0034 mole) with continuous stirring and the solution heated on an oil bath at 120° C. for 1.5h. The reaction was then allowed to cool and poured into aqueous saturated potassium carbonate solution. The product was recovered by extraction into chloroform. The organic phase was separated, dried over sodium sulphate and concentrated in vacuo to a gum (48mg). The gum was dissolved in ether, filtered through a short column of decolourising charcoal and treated with oxalic acid (25mg) in methanol. The solution was allowed to crystallise to afford the title compound (E14) (45mg, 0.00017 moles, 7%) as needles. M.pt. 140-143° C.

出典