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Ethylene Glycol → 3-(4-[1,3]Dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl ester

HRID 1513275
ノート
印刷プレビュー

反応式

HRID 1513275 の反応式
COC1C=CC(NC2OC(C3C=CC4N=[C:21]([C:23]5[C:28]([CH3:29])=[CH:27][C:26]([CH2:30][CH2:31][C:32]([OH:34])=[O:33])=[CH:25][C:24]=5[CH3:35])NC=4C=3)=NN=2)=CC=1.[CH2:37]([OH:40])[CH2:38][OH:39].[CH3:41]C1C=CC(S(O)(=O)=O)=CC=1.O>C1(C)C=CC=CC=1>[CH3:41][O:34][C:32](=[O:33])[CH2:31][CH2:30][C:26]1[CH:25]=[C:24]([CH3:35])[C:23]([CH:21]2[O:40][CH2:37][CH2:38][O:39]2)=[C:28]([CH3:29])[CH:27]=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 174Ethylene GlycolHCID 521998p-Toluenesulfonic acid monohydrateHCID 252354053-(4-{6-[5-(4-Methoxyphenylamino)-[1,3,4]oxadiazol-2-yl]-1H-benzoimidazol-2-yl}-3,5-dimethylphenyl)-propionic acid

生成物 1

HCID 669660773-(4-[1,3]Dioxolan-2-yl-3,5-dimethylphenyl)-propionic acid methyl ester

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a stirred solution of 3-(4-formyl-3,5-dimethylphenyl)-propionic acid methyl ester (prepared as described in Example 1-60, 2.2 g, 10 mmol) and ethane-1,2-diol (1.86 g, 30 mmol) in toluene (50 mL) was added p-TsOH.H2O (38 mg, 0.2 mmol) and the solution was refluxed using a Dean-Stark apparatus overnight. The solvent was removed under reduced pressure and the residue was purified by flash chromatography using heptane/EtOAc (5:1) as eluent to give 3-(4-[1,3]dioxolan-2-yl -3,5-dimethylphenyl)-propionic acid methyl ester as a colorless oil.

後処理

  1. temperaturethe solution was refluxed
  2. customa Dean-Stark apparatus overnight
  3. customThe solvent was removed under reduced pressure
  4. customthe residue was purified by flash chromatography

出典と根拠

ORDレコード
ord-7df0ce1932754af59c2550fd51ea4831
出典データセット
uspto-grants-2012_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08217065B2

反応ノート

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