Sulfuric Acid → 2-Nitro-6-n-propylphenol

HRID 568038

반응식

HRID 568038 반응식
[CH2:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[OH:10])[CH2:2][CH3:3].[N+:11]([O-])([O-:13])=[O:12].[Na+].S(=O)(=O)(O)O.N([O-])=O.[Na+]>C(Cl)Cl>[N+:11]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([CH2:1][CH2:2][CH3:3])[C:5]=1[OH:10])([O-:13])=[O:12]

참가 물질

6

반응물 4

HCID 1118Sulfuric AcidHCID 125702-PropylphenolHCID 24268Sodium NitrateHCID 23668193Sodium Nitrite

생성물 1

HCID 150363142-Nitro-6-n-propylphenol수율 48%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-n-propylphenol (5.00 g, 36.8 mmol) was dissolved in methylene chloride(40 mL) followed by the addition of sodium nitrate (3.43 g, 40.5 mmol). The addition of sulfuric acid (45 mL/3M) was then made, followed by addition of a catalytic amount of sodium nitrite. The mixture was allowed to stir. After 24 hours, the reaction mixture was diluted with methylene chloride and extracted with water. The organic layer was dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4% MeOH/CH2Cl2) gave the desired product(3.2 mg, 48%). 1H NMR (CD3COCD3): δ 7.99 (d,1H), 7.46 dd, 1H), 6.90 (t, 1H), 2.70 (t, 2H), 1.70 (m, 2H), 1.00 (t, 3H).

후처리

  1. extractionextracted with water
  2. dry with materialThe organic layer was dried over MgSO4
  3. filtrationfiltered
  4. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-7e71a8809f1b47b39e4b10a305bc41ec
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180675B2

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