反応 #1605795

ord-5716d326ab464fea9688467c459fe100

反応方程式

CC(=O)c1ccc(O)c2[nH]c(=O)ccc12
5-Acetyl-8-hydroxy-1H-quinolin-2-one
O=C([O-])[O-].[K+].[K+]
potassium carbonate
BrCc1ccccc1
benzyl bromide
CC(=O)c1ccc(OCc2ccccc2)c2[nH]c(=O)ccc12
5-acetyl-8-benzyloxy-1H-quinolin-2-one
収率 87.4%

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The insoluble matter was removed by filtration
  2. 2
    洗浄washed with N,N-dimethylformamide
  3. 3
    workup.ADDITIONThe filtrate and the washing were mixed
  4. 4
    濃縮concentrated under reduced pressure
  5. 5
    workup.ADDITIONTo the residue was added
  6. 6
    その他purified water (3.3 L)
  7. 7
    workup.STIRRINGthe mixture was stirred at room temperature overnight
  8. 8
    ろ過The precipitate was collected by filtration
  9. 9
    洗浄washed with purified water
  10. 10
    その他dried under vacuum

実験手順

5-Acetyl-8-hydroxy-1H-quinolin-2-one (430 g, 2.12 mol) was suspended in N,N-dimethylformamide (3.3 L), potassium carbonate (298 g, 2.16 mol) and subsequently benzyl bromide (298 g, 2.11 mol) were added thereto, and the mixture was stirred at room temperature for 2 hours. The insoluble matter was removed by filtration and washed with N,N-dimethylformamide. The filtrate and the washing were mixed and concentrated under reduced pressure. To the residue was added purified water (3.3 L) and the mixture was stirred at room temperature overnight. The precipitate was collected by filtration, washed with purified water, and dried under vacuum to obtain 5-acetyl-8-benzyloxy-1H-quinolin-2-one (541 g).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09072734B2uspto-grants-2015_07