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Sodium cyanoborohydride → HCID 18182353, 화합물

HRID 1359308
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반응식

HRID 1359308 반응식
[CH3:1][O:2][C:3]1[C:8]([CH:9]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)O)=[CH:7][CH:6]=[CH:5][N:4]=1.C([BH3-])#N.[Na+]>[I-].[Zn+2].[I-].ClCCCl>[CH3:1][O:2][C:3]1[C:8]([CH2:9][C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:7][CH:6]=[CH:5][N:4]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 5003444Sodium cyanoborohydrideHCID 181824832-Methoxy-3-[2-thienyl(hydroxy)methyl]pyridine

생성물 1

HCID 18182353HCID 18182353, 화합물수율 53.8%

시약·촉매·용매 2

HCID 9883512zinc(II)iodide촉매HCID 111,2-Dichloroethane용매

실험 절차

A mixture of 1.47 g of 2-methoxy-3-[2-thienyl(hydroxy)methyl]pyridine, 3.2 g of zinc iodide, 3.4 g of sodium cyanoborohydride and 30 ml of 1,2-dichloroethane was stirred at room temperature for two nights. Insoluble matters were filtered off, and to the filtrate was added an aqueous sodium hydroxide solution. The mixture was extracted with ethyl acetate, and the organic phase was washed with brine and the solvent was evaporated. Then, the residue was subjected to silica gel column chromatography and eluted with hexane and then with hexane/ethyl acetate (40:1), to give 734 mg of the target compound.

후처리

  1. filtrationInsoluble matters were filtered off
  2. additionto the filtrate was added an aqueous sodium hydroxide solution
  3. extractionThe mixture was extracted with ethyl acetate
  4. washthe organic phase was washed with brine
  5. customthe solvent was evaporated
  6. washeluted with hexane

출처 및 근거

ORD 기록
ord-0c87f79b31474662801cde4dfece0887
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06599917B1

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