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Triacetoxyperiodinane → HCID 57785883、化合物

HRID 1628764
ノート
印刷プレビュー

反応式

HRID 1628764 の反応式
CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O.[CH:23]1([CH:26]([C:28]2[C:33]3[N:34]4[CH2:40][CH2:39][CH2:38][N:37]([C:41]5[CH:46]=[CH:45][C:44]([Cl:47])=[CH:43][C:42]=5[Cl:48])[C:35]4=[N:36][C:32]=3[CH:31]=[CH:30][CH:29]=2)[OH:27])[CH2:25][CH2:24]1>ClCCl.C(=O)([O-])O.[Na+]>[CH:23]1([C:26]([C:28]2[C:33]3[N:34]4[CH2:40][CH2:39][CH2:38][N:37]([C:41]5[CH:46]=[CH:45][C:44]([Cl:47])=[CH:43][C:42]=5[Cl:48])[C:35]4=[N:36][C:32]=3[CH:31]=[CH:30][CH:29]=2)=[O:27])[CH2:25][CH2:24]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 159087TriacetoxyperiodinaneHCID 57785945HCID 57785945、化合物

生成物 1

HCID 57785883HCID 57785883、化合物収率 30%

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
0 °C

実験手順

Dess-Martin reagent (925 mg, 2.18 mmol) was added to a stirred solution of cyclopropyl[1-(2,4-dichlorophenyl)-1,2,3,4-tetrahydropyrimido[1,2-a]benzimidazol-6-yl]methanol (770 mg, 1.98 mmol) in dichloromethane (8.0 mL) at 0° C., and the mixture was stirred at 0° C. for 90 min. The mixture was diluted with saturated aqueous sodium hydrogen carbonate, and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel eluting with a 5-50% ethyl acetate/n-hexane gradient mixture. The filtrate was concentrated in vacuo to give the solid, which was recrystallized from ethyl acetate/diisopropyl ether to give the title compound as a colorless crystal (226 mg, 0.585 mmol, 30%).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe combined organic layer was washed with brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by flash column chromatography on silica gel eluting with a 5-50% ethyl acetate/n-hexane gradient mixture
  7. concentrationThe filtrate was concentrated in vacuo
  8. customto give the solid, which
  9. customwas recrystallized from ethyl acetate/diisopropyl ether

出典と根拠

ORDレコード
ord-bca3a784ee874e79bbc090937adcdb54
出典データセット
uspto-grants-2014_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08785460B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート