反应详情

4-(2-Quinolinylmethoxy)benzyl chloride (567 mg, 2 mmol) was dissolved in 20 ml of DMF, followed by the addition of 354 mg (2 mmol) of 3,3-dimethyl-5-hydroxy-2,3-dihydro-1H-indol-2-one, 64 mg (0.2 mmol) of tetra-n-butylammonium bromide and 691 mg (5 mmol) of K2CO3. The resultant mixture was stirred under an argon gas stream at 50° C. for 72 hours. After the solvent was distilled off, water was added, and the thus-formed mixture was extracted twice in a CHCl3 --MeOH (3:1) mixed solvent. The extract was dried over MgSO4 and then concentrated under reduced pressure. The residue was subjected to chromatography on a silica gel column. Subsequent to elution with CHCl3, recrystallization was conducted from AcOEt-hexane, whereby 199 mg of the title compound were obtained as pale yellow powder (yield: 23.5%).

1. distillationAfter the solvent was distilled off
2. additionwater was added
3. extractionthe thus-formed mixture was extracted twice in a CHCl3 --MeOH (3:1)
4. additionmixed solvent
5. dry with materialThe extract was dried over MgSO4
6. concentrationconcentrated under reduced pressure
7. washSubsequent to elution
8. customwith CHCl3, recrystallization