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

HRID 17880

반응식

HRID 17880 반응식
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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-0ca0b1d62b744f8496166b2efb4398a0
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07741323B2

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