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Potassium Carbonate → (2R)-1-(3'-cyanobiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol

HRID 1600915
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HRID 1600915 반응식
C(=O)([O-])[O-].[K+].[K+].[N:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH2:13][CH2:14][C@@H:15]([O:32]C(=O)C2C=CC=CC=2)[CH2:16][O:17][C:18]2[CH:23]=[CH:22][C:21]([C:24]3[CH:29]=[CH:28][CH:27]=[C:26]([C:30]#[N:31])[CH:25]=3)=[CH:20][CH:19]=2)[CH:8]=1.C(=O)([O-])O.[Na+]>CO.O>[C:30]([C:26]1[CH:25]=[C:24]([C:21]2[CH:20]=[CH:19][C:18]([O:17][CH2:16][C@H:15]([OH:32])[CH2:14][CH2:13][C:9]3[CH:8]=[N:7][CH:12]=[CH:11][CH:10]=3)=[CH:23][CH:22]=2)[CH:29]=[CH:28][CH:27]=1)#[N:31]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 516892Sodium BicarbonateHCID 53808556(2R)-4-(3-Pyridyl)-2-benzoyloxy-1-(3'-cyanobiphenyl-4-yloxy)butane

생성물 1

HCID 54167436(2R)-1-(3'-cyanobiphenyl-4-yloxy)-4-(3-pyridyl)-2-butanol수율 80.4%

시약·촉매·용매 2

HCID 887Methanol용매
HCID 962
Water
용매

실험 절차

Potassium carbonate (0.21 g) was added to a solution of (2R)-4-(3-pyridyl)-2-benzoyloxy-1-(3'-cyanobiphenyl-4-yloxy)butane (0.34 g) in methanol (15 ml) and water (5 ml) and the reaction stirred for 2 hours. The mixture was then poured into saturated aqueous sodium hydrogencarbonate solution and the mixture extracted with ethyl acetate. The combined organic extracts were dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue obtained was purified by column chromatography over silica eluting with ethyl acetate to give the title compound as an oil (0.21 g).

후처리

  1. extractionthe mixture extracted with ethyl acetate
  2. dry with materialThe combined organic extracts were dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. customThe residue obtained
  6. customwas purified by column chromatography over silica eluting with ethyl acetate

출처 및 근거

ORD 기록
ord-e9433379f86643ecba0c20e40424dd31
출처 데이터셋
uspto-grants-1999_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05977105

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