Sodium Iodide → 2-Benzo[1,3]dioxol-5-ylmethyl-3-oxo-3-phenylpropionate ethyl ester

HRID 17880

反応式

HRID 17880 の反応式
Cl[CH2:2][C:3]1[CH:11]=[CH:10][C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].[C:20]([CH2:28][C:29]([O:31][CH2:32][CH3:33])=[O:30])(=[O:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>CN(C)C=O>[CH2:32]([O:31][C:29](=[O:30])[CH:28]([CH2:2][C:3]1[CH:11]=[CH:10][C:6]2[O:7][CH2:8][O:9][C:5]=2[CH:4]=1)[C:20](=[O:27])[C:21]1[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=1)[CH3:33]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 7170Ethyl benzoylacetateHCID 11430Potassium CarbonateHCID 887131,3-Benzodioxole, 5-(chloromethyl)-

生成物 1

HCID 686974762-Benzo[1,3]dioxol-5-ylmethyl-3-oxo-3-phenylpropionate ethyl ester収率 76.5%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

5-Chloromethyl benzo[1,3]dioxol (11.2 g, 65.7 mmol) was dissolved in Dimethylformamide. Then, potassium carbonate (18.2 g, 131.4 mmol), sodium iodide (10.8 g, 72.27 mmol) and ethyl benzoylacetate (12.5 ml, 72.27 mmol) were added thereto and stirred for 5 hours at room temperature. The reaction mixture was extracted with ammonium chloride and ether, the organic layer was separated, dried over anhydrous magnesium sulfate, concentrated, and the resulting residue was purified by column chromatography to obtain 2-benzo[1,3]dioxol-5-ylmethyl-3-oxo-3-phenylpropionate ethyl ester (16.4 g, 76%).

後処理

  1. extractionThe reaction mixture was extracted with ammonium chloride and ether
  2. customthe organic layer was separated
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customthe resulting residue was purified by column chromatography

出典と根拠

ORDレコード
ord-0ca0b1d62b744f8496166b2efb4398a0
出典データセット
uspto-grants-2010_06
特許番号
US07741323B2

関連ノート

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