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Ethylene Glycol → HCID 23130637、化合物

HRID 2080018
ノート
印刷プレビュー

反応式

HRID 2080018 の反応式
[N+:1]([C:4]1[S:5][CH:6]=[CH:7][C:8]=1[CH:9]=[O:10])([O-:3])=[O:2].[CH2:11](O)[CH2:12][OH:13].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)(O)[O-].[Na+]>C1(C)C=CC=CC=1>[N+:1]([C:4]1[S:5][CH:6]=[CH:7][C:8]=1[CH:9]1[O:13][CH2:12][CH2:11][O:10]1)([O-:3])=[O:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 174Ethylene GlycolHCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 105588712-Nitro-3-thiophenecarboxaldehyde

生成物 1

HCID 23130637HCID 23130637、化合物収率 65%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

2-Nitro-thiophene-3-carbaldehyde described in Preparation Example T-2 (367 mg, 2.33 mmol), ethane-1,2-diol (651 μl, 11.7 mmol) and toluene-4-sulfonic acid monohydrate (40 mg, 0.233 mmol) were dissolved in toluene (8 mL), and the solution was stirred for 2.5 hours under reflux. An aqueous solution of saturated sodium bicarbonate was added to the reaction solution at 0° C., which was then extracted with ethyl acetate, the organic layer was washed with brine, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated in vacuo, the residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=5:1), and the title compound (304 mg, 1.51 mmol, 65%) was obtained as a white solid.

後処理

  1. temperatureunder reflux
  2. extractionwhich was then extracted with ethyl acetate
  3. washthe organic layer was washed with brine
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated in vacuo
  6. customthe residue was purified by NH silica gel column chromatography (hexane:ethyl acetate=5:1)

出典と根拠

ORDレコード
ord-459482f4b6da4c1c95a597746177a150
出典データセット
uspto-grants-2011_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07932272B2

反応ノート

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