Реакция #1605821

ord-72683aafa728470ea560b7a837fa0a00

Уравнение реакции

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
COc1ccc(CCl)cc1
4-methoxybenzyl chloride
COc1ccc(COc2ccc(C(C)=O)c3ccc(=O)[nH]c23)cc1
5-acetyl-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one
Выход 53.8%

Растворители

Условия реакции

Температура
90°CELSIUS
Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONTo the reaction mixture was added
  2. 2
    Другоеpurified water (0.5 L)
  3. 3
    workup.STIRRINGthe mixture was stirred at room temperature overnight
  4. 4
    ФильтрацияThe precipitate was collected by filtration
  5. 5
    Промывкаwashed with purified water
  6. 6
    Другоеdried under reduced pressure

Методика

5-Acetyl-8-hydroxy-1H-quinolin-2-one (29.5 g, 0.15 mol) was suspended in N,N-dimethylformamide (145 mL), potassium carbonate (22.2 g, 0.16 mol) and successively 4-methoxybenzyl chloride (22.7 g, 0.15 mol) were added thereto, and the mixture was stirred at 90° C. overnight. To the reaction mixture was added purified water (0.5 L) and the mixture was stirred at room temperature overnight. The precipitate was collected by filtration, washed with purified water, dried under reduced pressure to obtain 5-acetyl-8-[(4-methoxyphenyl)methoxy]-1,2-dihydroquinolin-2-one (26.1 g).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09072734B2uspto-grants-2015_07