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Nitric Acid → 2-(4-Methyl-3-nitrophenyl)acetic acid

HRID 1358054
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HRID 1358054 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1.[N+:12]([O-])([OH:14])=[O:13]>ClCCl>[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[CH:6][C:7]=1[N+:12]([O-:14])=[O:13]
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참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 248474p-Tolylacetic acid

생성물 1

HCID 181864072-(4-Methyl-3-nitrophenyl)acetic acid수율 85%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 4-methylphenylacetic acid (1.50 g, 10.0 mmol) in dried dichloromethane was added nitric acid (fuming, 1.5 mL) dropwise. The mixture was stirred at room temperature for 2 hours, then quenched with water and extracted with ethyl acetate. The extracts were washed with water twice and brine, dried over magnesium sulfate, filtered, and concentrated to provide the title compound (1.66 g, 85% yield): 1H NMR (CDCl3) 7.91 (d, 1H), 7.42 (dd, 1H), 7.31 (d, 1H), 3.71 (s, 2H), 2.58 (s, 3H); ES-MS m/z 196 [M+H]+.

후처리

  1. customquenched with water
  2. extractionextracted with ethyl acetate
  3. washThe extracts were washed with water twice
  4. dry with materialbrine, dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-aac79ebf95c84156a588442070490509
출처 데이터셋
uspto-grants-2003_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06593322B1

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