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Water → HCID 23019697, 화합물

HRID 1354188
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HRID 1354188 반응식
[C:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2[CH:11]=[CH:12][N:13]3[C:18]([C:19]=2[CH3:20])=[C:17]([CH:21]2[CH2:23][CH2:22]2)[CH:16]=[C:15]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:14]3=[O:29])=[CH:6][CH:5]=1)(=[O:3])[CH3:2].[BH4-].[Na+].O>C(O)C>[CH:21]1([C:17]2[CH:16]=[C:15]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[C:14](=[O:29])[N:13]3[C:18]=2[C:19]([CH3:20])=[C:10]([C:7]2[CH:8]=[CH:9][C:4]([CH:1]([OH:3])[CH3:2])=[CH:5][CH:6]=2)[CH:11]=[CH:12]3)[CH2:22][CH2:23]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 962WaterHCID 4311764Sodium borohydrideHCID 23019628HCID 23019628, 화합물

생성물 1

HCID 23019697HCID 23019697, 화합물수율 69.6%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

50 mg of ethyl 8-(4-acetylphenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (Example 3) was dissolved in 1 ml of ethanol. 9 mg of sodium borohydride was added to the obtained solution, and they were stirred at room temperature for 14 hours. Water was added to the reaction mixture. After the extraction with chloroform, the organic layer was dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by the silica gel column chromatography (eluent: chloroform/methanol=100/3) to obtain 35 mg of ethyl 1-cyclopropyl-8-[4-(1-hydroxyethyl)phenyl]-9-methyl-4-oxo-4H-quinolizine-3-carboxylate.

후처리

  1. extractionAfter the extraction with chloroform
  2. dry with materialthe organic layer was dried over anhydrous sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe obtained residue was purified by the silica gel column chromatography (eluent: chloroform/methanol=100/3)

출처 및 근거

ORD 기록
ord-70d501ccbe264c9bbd9d3b792e6f4620
출처 데이터셋
uspto-grants-2007_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07223773B2

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