Water → HCID 17848929、化合物

HRID 1766001ノート

反応式

HRID 1766001 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[N:5]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH2:8][CH2:7][CH2:6]1.[Cl:20][CH2:21][CH2:22][C:23](Cl)=[O:24].O>ClCCl>[Cl:20][CH2:21][CH2:22][C:23]([C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[N:5]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:6][CH2:7][CH2:8]2)=[O:24]

参加物

6

反応物 4

HCID 962WaterHCID 693643-Chloropropionyl chlorideHCID 108639Ethyl 3,4-dihydroquinoline-1(2H)-carboxylateHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 17848929HCID 17848929、化合物

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Aluminum chloride (23.5 g, 176 mmol) was added to a solution of ethyl 3,4-dihydro-1(2H)-quinoline carboxylate (14.5 g, 70.4 mmol) and 3-chloropropionyl chloride (7.39 ml, 77.4 mmol) in dichloromethane under cooling with water-bath, and the mixture was stirred at room temperature for 14 hours. The reaction solution was poured into iced water and extracted with dichloromethane. The extract was washed with a saturated saline solution and dried over anhydrous sodium sulfate, and the solvent was distilled away under reduced pressure. The resulting residues were purified by silica gel column chromatography (developing solvent; hexane:ethyl acetate=3:1) and crystallized from hexane, whereby the title compound (15.6 g) was obtained as colorless powder with a mp. of 78 to 79° C.

後処理

  1. temperatureunder cooling with water-bath
  2. extractionextracted with dichloromethane
  3. washThe extract was washed with a saturated saline solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled away under reduced pressure
  6. customThe resulting residues were purified by silica gel column chromatography (developing solvent; hexane:ethyl acetate=3:1)
  7. customcrystallized from hexane, whereby the title compound (15.6 g)
  8. customwas obtained as colorless powder with a mp. of 78 to 79° C.

出典と根拠

ORDレコード
ord-04cffbee5b544a68b20787d7524ad637
出典データセット
uspto-grants-2007_06
特許番号
US07229986B2

反応ノート

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