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Lithium Hydroxide → {1-[4-(Pentafluoro-lambda6-sulfanyl)phenyl]-1H-tetrazol-5-yl}methanol

HRID 517730
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HRID 517730 반응식
[OH-].[Li+].C([O:6][CH2:7][C:8]1[N:12]([C:13]2[CH:18]=[CH:17][C:16]([S:19]([F:24])([F:23])([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[N:11]=[N:10][N:9]=1)(=O)C>C(O)C.O>[F:24][S:19]([F:20])([F:21])([F:22])([F:23])[C:16]1[CH:17]=[CH:18][C:13]([N:12]2[C:8]([CH2:7][OH:6])=[N:9][N:10]=[N:11]2)=[CH:14][CH:15]=1
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참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 86691878{1-[4-(pentafluoro-lambda6-sulfanyl)phenyl]-1H-tetrazol-5-yl}methyl acetate2회

생성물 1

HCID 86691877{1-[4-(Pentafluoro-lambda6-sulfanyl)phenyl]-1H-tetrazol-5-yl}methanol수율 86.1%

시약·촉매·용매 1

HCID 19096565Water ethanol용매

실험 절차

Lithium hydroxide (553 mg, 22.2 mmol) was added to a solution of {1-[4-(pentafluoro-λ6-sulfanyl)phenyl]-1H-tetrazol-5-yl}methyl acetate (Intermediate 43, 5.30 g, 15.3 mmol) in ethanol:water (2:1), at 0° C. The reaction mixture was stirred for 3 hr at room temperature. The solvent was removed by under reduced pressure and the residue was diluted with DCM, washed with ice-water, saturated aq NaHCO3 and brine solution, dried over anhydrous Na2SO4, and concentrated under reduced pressure to give the crude product. This was purified by column chromatography (100-200 mesh silica gel), eluting with 30%-40% EtOAc/pet-ether gave the title compound (3.98 g).

후처리

  1. customThe solvent was removed by under reduced pressure
  2. additionthe residue was diluted with DCM
  3. washwashed with ice-water, saturated aq NaHCO3 and brine solution
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customto give the crude product
  7. customThis was purified by column chromatography (100-200 mesh silica gel)
  8. washeluting with 30%-40% EtOAc/pet-ether

출처 및 근거

ORD 기록
ord-bc4c72278e9c412181cee5b457e8b4ff
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115132B2

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