Ethyl Acetate → 3-methyl-6-nitro-2,3-dihydro-1H-inden-1-one

HRID 593264

反応式

HRID 593264 の反応式
[N+:1]([O-:4])([O-])=[O:2].[K+].[CH3:6][CH:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[C:9](=[O:16])[CH2:8]1.C(OCC)(=O)C>S(=O)(=O)(O)O>[CH3:6][CH:7]1[C:15]2[C:10](=[CH:11][C:12]([N+:1]([O-:4])=[O:2])=[CH:13][CH:14]=2)[C:9](=[O:16])[CH2:8]1

参加物

5

反応物 3

HCID 8857Ethyl AcetateHCID 24434Potassium NitrateHCID 2595603-Methyl-indan-1-one

生成物 1

HCID 6007023-methyl-6-nitro-2,3-dihydro-1H-inden-1-one収率 69.7%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

反応条件

温度
0 °C

実験手順

As presented in the following reaction formula, a solution of potassium nitrate (KNO2; 6.2 g, 0.06 mol) in sulfuric acid (30 mL) was added dropwise at 0° C. to a mixture of 3-methyl-2,3-dihydro-1H-inden-1-one (9.0 g, 0.06 mol) in sulfuric acid ic (H2SO4; 40 mL). Then, the mixture was stirred at 0° C. until the completion of reaction. The mixture obtained after the reaction was added to ice water and filtered. The cake was washed with water and purified by silica gel (100 g) column chromatography (product of Merck Co., Ltd.) using an eluent of pentane (PE):ethyl acetate (10:1 (by volume)) to give 3-methyl-6-nitro-2,3-dihydro-1-H-inden-1-one (8 g, yield: 69%) as a yellow solid.

後処理

  1. customThe mixture obtained after the reaction
  2. filtrationfiltered
  3. washThe cake was washed with water
  4. custompurified by silica gel (100 g) column chromatography (product of Merck Co., Ltd.)

出典と根拠

ORDレコード
ord-381802b282e545cfbb890127ce167718
出典データセット
uspto-grants-2016_01
特許番号
US09242928B2

関連ノート

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