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Sodium Chloride → HCID 21474716, 화합물

HRID 1901671
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HRID 1901671 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[Si]([O:26][CH2:27][CH:28]([N:30]1[CH2:34][CH:33]([CH2:35][O:36][C:37]2[CH:42]=[CH:41][CH:40]=[C:39]([Cl:43])[CH:38]=2)[O:32][C:31]1=[O:44])[CH3:29])(C(C)(C)C)(C)C.[Cl-].[Na+]>O1CCCC1>[Cl:43][C:39]1[CH:38]=[C:37]([CH:42]=[CH:41][CH:40]=1)[O:36][CH2:35][CH:33]1[O:32][C:31](=[O:44])[N:30]([CH:28]([CH3:29])[CH2:27][OH:26])[CH2:34]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 5234Sodium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 21474748HCID 21474748, 화합물

생성물 1

HCID 21474716HCID 21474716, 화합물수율 89.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

1.2 ml of a 26% w/v solution of tetrabutyl ammonium fluoride in tetrahydrofuran were added, whilst ice-cooling, to a solution of 152 mg of 3-(2-t-butyldimethylsilyloxy-1-methylethyl)-5-(3-chlorophenoxymethyl)oxazolidin-2-one (prepared as described in Preparation 11) in 1 ml of anhydrous tetrahydrofuran, and the mixture was stirred at room temperature for 1.5 hours. At the end of this time, a saturated aqueous solution of sodium chloride was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. The ethyl acetate was removed from the extract by evaporation under reduced pressure, and the resulting residue was purified by silica gel column chromatography, using a gradient elution method, with mixtures of ethyl acetate and ethanol ranging from 1:0 to 20:1 by volume as the eluent, to give 97 mg of the title compound, whose physico-chemical properties were the same as those of the product of Preparation 5(a).

후처리

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous sodium sulfate
  3. customThe ethyl acetate was removed from the
  4. extractionextract by evaporation under reduced pressure
  5. customthe resulting residue was purified by silica gel column chromatography
  6. washa gradient elution method

출처 및 근거

ORD 기록
ord-9833c7777af8447bb80b944db0de9099
출처 데이터셋
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05578620

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