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Borane → HCID 11096444, 화합물

HRID 1741813
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HRID 1741813 반응식
[CH:1]1[CH:2]=[C:3]([C:10](=O)[CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2.B>O1CCCC1>[CH:1]1[CH:2]=[C:3]([CH2:10][CH2:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14])[N:4]2[C:9]=1[CH:8]=[CH:7][CH:6]=[CH:5]2
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참가 물질

4

반응물 2

HCID 6331BoraneHCID 10879379Ethyl 4-(3-indolizinyl)-4-oxobutyrate

생성물 1

HCID 11096444HCID 11096444, 화합물수율 56.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a solution of ethyl 4-(3-indolizinyl)-4-oxobutyrate (556 mg) in tetrahydrofuran (5 ml) was added borane in tetrahydrofuran (1M solution, 3.6 ml) at 0° C. After stirring at room temperature for 10 minutes, the reaction was quenched by aqueous potassium dihydrogen phosphate at 0° C., and the resulting mixture was extracted with ether. The organic layers were washed with water, aqueous sodium bicarbonate and brine, dried over sodium sulfate. After evaporation of the solvent, the residue was chromatographed on alumina (Hexane-methylene chloride=1:1) to give ethyl 4-(3-indolizinyl)butyrate (294 mg).

후처리

  1. customthe reaction was quenched by aqueous potassium dihydrogen phosphate at 0° C.
  2. extractionthe resulting mixture was extracted with ether
  3. washThe organic layers were washed with water, aqueous sodium bicarbonate and brine
  4. dry with materialdried over sodium sulfate
  5. customAfter evaporation of the solvent
  6. customthe residue was chromatographed on alumina (Hexane-methylene chloride=1:1)

출처 및 근거

ORD 기록
ord-f8076d5d04c8405ab1a80e5204d39e80
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05334716

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