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Sodium borohydride → HCID 71149361, 화합물

HRID 920894
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HRID 920894 반응식
C([O:3][C:4](=O)[C:5]([F:17])([F:16])[C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1)C.[BH4-].[Na+]>C(O)C>[F:17][C:5]([F:16])([C:6]1[CH:15]=[CH:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]=1)[CH2:4][OH:3]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 10514875Ethyl α,α-difluoro-2-quinolineacetate

생성물 1

HCID 71149361HCID 71149361, 화합물수율 44%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a solution of difluoroquinolin-2-yl acetic acid ethyl ester (2 g, 7.9 mmol) in ethanol (20 mL) was added NaBH4 (317 mg, 1.0 mmol) at 0° C. under N2. The mixture was stirred for 1 hour and then at room temperature for 1.5 hours. The solution was quenched with dilute HCl (0.1 N, 20 mL). The mixture was neutralized with saturated NaHCO3 solution and extracted with EtOAc (3*100 mL). The combined organic layer was dried over sodium sulfate. The solvent was evaporated and the residue was purified by column chromatography on silica gel (PE:EA=10:1) to give the title compound as a yellow solid (0.7 g, 44%). LC-MS (ESI+): m/e 210 (M+H)+, Rt: 0.75 min.

후처리

  1. waitat room temperature for 1.5 hours
  2. customThe solution was quenched with dilute HCl (0.1 N, 20 mL)
  3. extractionextracted with EtOAc (3*100 mL)
  4. dry with materialThe combined organic layer was dried over sodium sulfate
  5. customThe solvent was evaporated
  6. customthe residue was purified by column chromatography on silica gel (PE:EA=10:1)

출처 및 근거

ORD 기록
ord-93853eac71ba43fe9968910bda919404
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273068B2

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