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Sodium Chloride → HCID 21474716、化合物

HRID 1901671
ノート
印刷プレビュー

反応式

HRID 1901671 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 5234Sodium ChlorideHCID 2724141Tetrabutylammonium FluorideHCID 21474748HCID 21474748、化合物

生成物 1

HCID 21474716HCID 21474716、化合物収率 89.3%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-9833c7777af8447bb80b944db0de9099
出典データセット
uspto-grants-1996_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05578620

反応ノート

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