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

HRID 1957533ノート

反応式

HRID 1957533 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 14797Potassium Hydroxide溶媒

実験手順

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)

後処理

  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

出典と根拠

ORDレコード
ord-029a50753efa4c9d9d49860005c7347b
出典データセット
uspto-grants-1998_07
特許番号
US05786367

反応ノート

読み込み中…