Acetic Acid → 2-Nitrotoluene

HRID 9752

반응식

HRID 9752 반응식
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10])([O-:3])=[O:2].ON1C(=O)N(O)C(=O)N(O)C1=O.[C:23]([OH:26])(=[O:25])[CH3:24]>C([O-])(=O)C.[Co+2].C([O-])(=O)C.C([O-])(=O)C.[Mn+2].C([O-])(=O)C.O>[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:24]=1[C:23]([OH:26])=[O:25])([O-:3])=[O:2].[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH3:10])([O-:3])=[O:2]

참가 물질

8

반응물 3

HCID 176Acetic AcidHCID 69442-NitrotolueneHCID 104197231,3,5-Trihydroxy-1,3,5-triazinane-2,4,6-trione

생성물 2

HCID 69442-NitrotolueneHCID 110872-Nitrobenzoic acid

시약·촉매·용매 3

HCID 6277Cobalt diacetate촉매HCID 12525Manganous Acetate촉매HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

In an autoclave, 0.274 g of 2-nitrotoluene, 0.018 g of hexahydro-1,3,5-trihydroxy-1,3,5-triazine-2,4,6-trione (5% by mole relative to 2-nitrotoluene), 5 g of acetic acid, 0.003 g of cobalt (II) acetate.4H2O, 0.001 g of manganese(II) acetate.4H2O and 0.018 g of NO2 were placed. The autoclave was charged with 1 MPa of air and placed in a heated oil bath. The mixture was stirred at 150° C. for 14 hours. After the completion of reaction, the autoclave was placed on cold water to cool down the reaction mixture quickly. The resulting mixture was analyzed by gas chromatography and was found to yield 2-nitrobenzoic acid in 62% yield at 67% conversion of 2-nitrotoluene.

후처리

  1. additionThe autoclave was charged with 1 MPa of air
  2. customplaced in a heated oil bath
  3. customAfter the completion of reaction
  4. temperatureto cool down the reaction mixture quickly

출처 및 근거

ORD 기록
ord-98cca51794be4ca59ebc9de69d50807e
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091342B2

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