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

HRID 593264

반응식

HRID 593264 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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.)

출처 및 근거

ORD 기록
ord-381802b282e545cfbb890127ce167718
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242928B2

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