Allyl bromide → 6-(allyloxy)-3,4-dihydroquinolin-2(1H)-one

HRID 1957533노트

반응식

HRID 1957533 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2.[CH2:13](Br)[CH:14]=[CH2:15]>CO.[OH-].[K+]>[CH2:15]([O:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH2:6][CH2:5]2)[CH:14]=[CH2:13]

참가 물질

5

반응물 2

HCID 7841Allyl bromideHCID 27740406-Hydroxy-3,4-dihydro-2(1H)-quinolinone

생성물 1

HCID 190680326-(allyloxy)-3,4-dihydroquinolin-2(1H)-one수율 68.9%

시약·촉매·용매 2

HCID 887Methanol용매HCID 14797Potassium Hydroxide용매

실험 절차

32.6 Grams of 3,4-dihydro-6-hydroxy-2(1H)-quinolinone was dissolved in 500 ml of methanol containing 12.6 g of potassium hydroxide. Under stirring this solution, 20 ml of allyl bromide was added thereto at room temperature. The reaction mixture was stirred at room temperature for 1 hour, and further stirred at 60° C. for 4 hours. After the reaction, the reaction mixture was concentrated to a half volume under reduced pressure, then 500 ml of water was added and stirred vigorously, the crystals precipitated were collected by filtration. The crystals were washed with water and small amount of diethyl ether in this order, and dried. Recrystallized from ethanol, 28 g (68.9%) of 6-allyloxy-3,4-dihydro-2(1H)-quinolinone was obtained. Colorless needle-like crystals (recrystallized from ethanol)

후처리

  1. additionwas added
  2. customat room temperature
  3. stirringfurther stirred at 60° C. for 4 hours
  4. customAfter the reaction
  5. concentrationthe reaction mixture was concentrated to a half volume under reduced pressure
  6. addition500 ml of water was added
  7. stirringstirred vigorously
  8. customthe crystals precipitated
  9. filtrationwere collected by filtration
  10. washThe crystals were washed with water and small amount of diethyl ether in this order
  11. customdried
  12. customRecrystallized from ethanol

출처 및 근거

ORD 기록
ord-029a50753efa4c9d9d49860005c7347b
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05786367

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