Water → 5-Chloro-6-hydroxy-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline

HRID 35675ノート

反応式

HRID 35675 の反応式
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]([C:12](=[O:15])[CH2:13][CH3:14])[CH2:7][CH2:6][C:5]2=[O:16].[Cl:17]N1C(=O)CCC1=O.O>CN(C)C=O>[Cl:17][C:3]1[C:2]([OH:1])=[CH:11][CH:10]=[C:9]2[C:4]=1[C:5](=[O:16])[CH2:6][CH2:7][N:8]2[C:12](=[O:15])[CH2:13][CH3:14]

参加物

5

反応物 3

HCID 962WaterHCID 31398ChlorosuccinimideHCID 212948076-Hydroxy-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline

生成物 1

HCID 212947795-Chloro-6-hydroxy-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline収率 91.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A solution of 6-hydroxy-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (1.643 g) and N-chlorosuccinimide (1.068 g) in N,N-dimethylformamide (10 ml) was stirred at room temperature for 18 hours, poured into water, and extracted with ethyl acetate. The extract was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The residual solid was recrystallized from chloroform to give 5-chloro-6-hydroxy-4-oxo-1-propionyl-1,2,3,4-tetrahydroquinoline (1.74 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water
  3. dry with materialdried over magnesium sulfate
  4. customevaporated in vacuo
  5. customThe residual solid was recrystallized from chloroform

出典と根拠

ORDレコード
ord-fa1b9d71ea7541dbb5c0c0561a49f4de
出典データセット
uspto-grants-1988_08
特許番号
US04767780

反応ノート

読み込み中…