1-Indanone → 6-Nitroindan-1-one

HRID 324984

반응식

HRID 324984 반응식
[C:1]1(=[O:10])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.[N+:11]([O-])([O-:13])=[O:12].[K+]>S(=O)(=O)(O)O>[N+:11]([C:7]1[CH:8]=[C:9]2[C:4]([CH2:3][CH2:2][C:1]2=[O:10])=[CH:5][CH:6]=1)([O-:13])=[O:12]

참가 물질

4

반응물 2

HCID 67351-IndanoneHCID 24434Potassium Nitrate

생성물 1

HCID 905626-Nitroindan-1-one수율 129.5%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

반응 조건

온도
0 °C

실험 절차

To a solution of 1-indanone (25.0 g, 189 mmol) in concentrated sulfuric acid (84 mL) at 0° C. was added a solution of potassium nitrate (8.33 g, 82.4 mmol) in sulfuric acid (40 mL) at a rate sufficient to maintain an internal temperature below 15° C. After the addition was complete, the reaction was allowed to stir at 0° C. for 1 hour. The reaction mixture was then poured into crushed ice and stirred vigorously for 30 minutes. The suspension was then filtered, air dried, and purified by liquid chromatography (50 ethyl acetate/toluene) to provide 18.90 g of the title compound. (56%).

후처리

  1. temperatureto maintain an internal temperature below 15° C
  2. additionAfter the addition
  3. additionThe reaction mixture was then poured
  4. custominto crushed ice
  5. stirringstirred vigorously for 30 minutes
  6. filtrationThe suspension was then filtered
  7. customair dried
  8. custompurified by liquid chromatography (50 ethyl acetate/toluene)

출처 및 근거

ORD 기록
ord-ed7ce624495248b9883aa0ef01b11b0c
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06221876B1

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