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Hydrochloric Acid → 3-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl}benzonitrile

HRID 1725278
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반응식

HRID 1725278 반응식
Cl.[Si]([O:9][CH:10]([C:33]1[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=1)[CH2:11][CH2:12][CH:13]1[C:16](=[O:17])[N:15]([C:18]2[CH:23]=[CH:22][C:21]([F:24])=[CH:20][CH:19]=2)[CH:14]1[C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[C:28]#[N:29])(C(C)(C)C)(C)C.C(=O)(O)[O-].[Na+]>CO>[F:24][C:21]1[CH:22]=[CH:23][C:18]([N:15]2[C:16](=[O:17])[CH:13]([CH2:12][CH2:11][CH:10]([C:33]3[CH:38]=[CH:37][C:36]([F:39])=[CH:35][CH:34]=3)[OH:9])[CH:14]2[C:25]2[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=2)[C:28]#[N:29])=[CH:19][CH:20]=1
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 516892Sodium BicarbonateHCID 222520763-[3-[3-(tert-Butyldimethylsilanyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]benzonitrile

생성물 1

HCID 222520633-{1-(4-Fluorophenyl)-3-[3-(4-fluorophenyl)-3-hydroxypropyl]-4-oxoazetidin-2-yl}benzonitrile

시약·촉매·용매 1

HCID 887Methanol
용매

실험 절차

10 ml of 1N hydrochloric acid are added to 7.8 g of 3-[3-[3-(tert-butyldimethyl-silanyloxy)-3-(4-fluorophenyl)propyl]-1-(4-fluorophenyl)-4-oxoazetidin-2-yl]benzonitrile (13) in 200 ml of methanol, and the mixture is stirred for 12 h. Aqueous sodium bicarbonate solution is added to the reaction mixture, which is then extracted with methylene chloride. The organic phase is dried over magnesium sulfate, concentrated and purified by silica gel chromatography (ethyl acetate/heptane=1/3->1/1). This gives 14: C25H20F2N2O2 (418.45) MS (ESI) 401 (M+H—H2O)

후처리

  1. extractionis then extracted with methylene chloride
  2. dry with materialThe organic phase is dried over magnesium sulfate
  3. concentrationconcentrated
  4. custompurified by silica gel chromatography (ethyl acetate/heptane=1/3->1/1)

출처 및 근거

ORD 기록
ord-9baba0e980d4452296da443764f71687
출처 데이터셋
uspto-grants-2009_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07488829B2

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