반응 #69738

반응 방정식

(2,4-bis-benzyloxy-5-isopropenyl-phenyl)-(4-hydroxy-1,3-dihydro-isoindol-2-yl)-methanone

4-(3-chloropropyl)morpholine

caesium carbonate

→

(2,4-bis-benzyloxy-5-isopropenyl-phenyl)-[4-(3-morpholin-4-yl-propoxy)-1,3-dihydro-isoindol-2-yl]-methanone

수율 71.5%

용매

DMF

반응 조건

후처리

1. 1
   기타then evaporated
2. 2
   workup.DISSOLUTIONThe residue was dissolved in EtOAc
3. 3
   세척washed with brine
4. 4
   건조dried (MgSO4)
5. 5
   기타evaporated
6. 6
   기타Purification of the crude material
7. 7
   세척elution
8. 8
   기타form 0% to 10% MeOH/EtOAc

실험 절차

A mixture of (2,4-bis-benzyloxy-5-isopropenyl-phenyl)-(4-hydroxy-1,3-dihydro-isoindol-2-yl)-methanone (2 g; 4.07 mmol), 4-(3-chloropropyl)morpholine (1.66 g; 2.5 equiv.) and caesium carbonate (8.3 g; 6.25 equiv) in DMF was heated at 90° C. overnight then evaporated. The residue was dissolved in EtOAc, washed with brine, dried (MgSO4) and evaporated. Purification of the crude material using a Biotage SP4 (40 S, 40 ml/min), using gradient elution form 0% to 10% MeOH/EtOAc gave 1.8 g of (2,4-bis-benzyloxy-5-isopropenyl-phenyl)-[4-(3-morpholin-4-yl-propoxy)-1,3-dihydro-isoindol-2-yl]-methanone as a pale yellow gum. MS: [M+H]+ 619.

출처