Acetone → 7-(4-Chlorobutoxy)-1,2,3,4-tetrahydroquinolin-2-one

HRID 241581

反応式

HRID 241581 の反応式
Br[CH2:2][CH2:3][CH2:4][CH2:5][Cl:6].C(=O)([O-])[O-].[K+].[K+].[OH:13][C:14]1[CH:23]=[C:22]2[C:17]([CH2:18][CH2:19][C:20](=[O:24])[NH:21]2)=[CH:16][CH:15]=1.CC(C)=O>CCCCCC>[Cl:6][CH2:5][CH2:4][CH2:3][CH2:2][O:13][C:14]1[CH:23]=[C:22]2[C:17]([CH2:18][CH2:19][C:20](=[O:24])[NH:21]2)=[CH:16][CH:15]=1

参加物

6

反応物 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 813641-Bromo-4-chlorobutaneHCID 27857587-Hydroxy-3,4-dihydrocarbostyril

生成物 1

HCID 104674677-(4-Chlorobutoxy)-1,2,3,4-tetrahydroquinolin-2-one収率 78%

試薬・触媒・溶媒 1

HCID 8058Hexane溶媒

実験手順

1-bromo-4-chloro-butane (3.4 g, 20 mmol), anhydrous potassium carbonate powder (4.14 g, 30 mmol) and 7-hydroxy-3,4-dihydro-2(1H)-quinolinone (1.63 g, 10 mmol) are added to 10 ml of acetone and reflux for 24 hours. The reaction solution is evaporated to dryness and dispersed with 20 ml of dichloromethane and 20 ml of water respectively. The organic layer is extracted with water (20 ml×2) and saturated saline (20 ml) successively, dried over anhydrous magnesium sulfate, and evaporated to dryness, to obtain a light yellow powder. The resulting powder is slurried with n-hexane (20 ml×3), filtered, and dried to obtain 1.98 g of 7-(4-chlorobutoxy)-3,4-dihydro-2(1H)-quinolinone, with a yield of 78%.

後処理

  1. temperaturereflux for 24 hours
  2. customThe reaction solution is evaporated to dryness
  3. additiondispersed with 20 ml of dichloromethane and 20 ml of water respectively
  4. extractionThe organic layer is extracted with water (20 ml×2) and saturated saline (20 ml) successively
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customevaporated to dryness
  7. customto obtain a light yellow powder
  8. filtrationfiltered
  9. customdried

出典と根拠

ORDレコード
ord-fb3ae03c07f64429af56703797c27a50
出典データセット
uspto-grants-2014_02
特許番号
US08653069B2

関連ノート

読み込み中…