Water → HCID 17848929, 화합물

HRID 1766001노트

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HRID 1766001 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 17848929HCID 17848929, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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.

출처 및 근거

ORD 기록
ord-04cffbee5b544a68b20787d7524ad637
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07229986B2

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