반응 #480781

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Diethyl azodicarboxylate

triphenylphosphine

4-chloro-7-hydroxy-6-methoxyquinoline

3-morpholino-1-propanol

→

4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline

수율 66.3%

용매

methylene chloride

반응 조건

후처리

1. 1
   기타the solvent was removed by evaporation to dryness
2. 2
   기타purified by column chromatography
3. 3
   세척eluting with methylene chloride/methanol (9/1)

실험 절차

Diethyl azodicarboxylate (120 μl, 0.76 mmol) was added dropwise to a solution of triphenylphosphine (200 mg, 0.76 mmol), 4-chloro-7-hydroxy-6-methoxyquinoline (100 mg, 0.47 mmol), 3-morpholino-1-propanol (75 mg, 0.52 mmol), (Tet. Lett. 1994, 35, 1715), in methylene chloride (5 ml). The mixture was stirred for 4 hours at ambient temperature, the solvent was removed by evaporation to dryness and purified by column chromatography eluting with methylene chloride/methanol (9/1) to give 4-chloro-6-methoxy-7-(3-morpholinopropoxy)quinoline (105 mg, 66%).

출처