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Water → HCID 77385832, 화합물

HRID 1844836
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HRID 1844836 반응식
[O:1]=[C:2]1[CH2:11][CH2:10][CH2:9][C:8]2[N:7]=[C:6]([C:12]([O:14][CH3:15])=[O:13])[CH:5]=[CH:4][C:3]1=2.N1[CH2:20][CH2:19][CH2:18][CH2:17]1.O.C(O[CH2:26][CH3:27])(=O)C>CO>[CH:26]1([CH:27]=[C:11]2[CH2:10][CH2:9][C:8]3[N:7]=[C:6]([C:12]([O:14][CH3:15])=[O:13])[CH:5]=[CH:4][C:3]=3[C:2]2=[O:1])[CH2:20][CH2:19][CH2:18][CH2:17]1
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참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 31268PyrrolidineHCID 68010263HCID 68010263, 화합물

생성물 1

HCID 77385832HCID 77385832, 화합물수율 58%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

In a dried reaction flask, methyl 5-oxo-5,6,7,8-tetrahydroquinoline-2-carboxylate (1.97 g, 9.6 mmol), cyclopentylcarbaldehyde (2.05 mL, 19.20 mmol), and pyrrolidine (1.6 mL, 19.39 mmol) were dissolved in methanol (19 mL) at room temperature. In the protection from light and under the nitrogen atmosphere, the mixture was stirred at room temperature for 6 hr. To the mixture were added water and ethyl acetate. The mixture was extracted with ethyl acetate. The combined organic phase was washed with saturated salt water, dried over anhydrous sodium sulfate and purified by silica gel column chromatography (ethyl acetate:petroleum ether=1:10) to obtain a pale yellow solid (1.589 g) in 58.0% yield.

후처리

  1. extractionThe mixture was extracted with ethyl acetate
  2. washThe combined organic phase was washed with saturated salt water
  3. dry with materialdried over anhydrous sodium sulfate
  4. custompurified by silica gel column chromatography (ethyl acetate:petroleum ether=1:10)

출처 및 근거

ORD 기록
ord-ad649923d7564376b7ce6b4edc070319
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08946279B2

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