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Lithium Hydroxide → HCID 66654249, 화합물

HRID 517739
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HRID 517739 반응식
C([O:4][CH2:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13]([O:19][C:20]([F:23])([F:22])[F:21])[CH:12]=2)[N:9]=[N:8][N:7]=1)(=O)C.[OH-].[Li+]>CO.C1COCC1.O>[OH:4][CH2:5][C:6]1[N:10]([C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[C:13]([O:19][C:20]([F:23])([F:22])[F:21])[CH:12]=2)[N:9]=[N:8][N:7]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 3939Lithium HydroxideHCID 66655178HCID 66655178, 화합물2회

생성물 1

HCID 66654249HCID 66654249, 화합물수율 57.3%

시약·촉매·용매 1

HCID 21892291Methanol tetrahydrofuran water용매

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온도
0 °C

실험 절차

(1-{4-Cyano-3-[(trifluoromethyl)oxy]phenyl}-1H-tetrazol-5-yl)methyl acetate (Intermediate 53, 7.0 g, 21.4 mmol) was dissolved in MeOH:THF:H2O (1:2:1) and the solution was cooled to 0° C. Lithium hydroxide (770 mg, 32.2 mmol) was added at 0° C. The reaction was slowly allowed to reach room temperature and stirred for 3 hr. The solvent was removed under reduced pressure. The residue was diluted with DCM, and washed with ice-cooled 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% EtOAc/pet ether to give the title compound (3.50 g).

후처리

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

출처 및 근거

ORD 기록
ord-a5866a3c79864ff48270f0d8e7915e9a
출처 데이터셋
uspto-grants-2015_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09115132B2

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