Nitric Acid → 5-Chloro-2-methyl-3-nitrobenzoic acid

HRID 1467705

반응식

HRID 1467705 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[N+:12]([O-])([OH:14])=[O:13]>OS(O)(=O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([N+:12]([O-:14])=[O:13])[C:5]([CH3:11])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 820095-Chloro-2-methylbenzoic acid

생성물 1

HCID 230097625-Chloro-2-methyl-3-nitrobenzoic acid수율 78.9%

시약·촉매·용매 1

HCID 1118Sulfuric Acid용매2회

실험 절차

To a conc. H2SO4 (90 mL) was added portionwise 5-chloro-2-methylbenzoic acid (13.2 g, 77.6 mmol) at −5˜0° C. Then a mixture of conc. HNO3 (10.5 g, 1744 mmol) in conc. H2SO4 (15 mL) was added dropwise at −5˜0° C. over a period of about 1.5 hr. After the addition, the mixture was stirred at this temperature for 2 hr. The mixture was poured into crashed ice with vigorous stirring and the precipitate was collected by filtration. The precipitate was dissolved in EtOAc, washed with brine, dried over anhydrous Na2SO4, and concentrated to give a crude title compound (13.2 g), which was used in the next step without further purification.

후처리

  1. additionwas added dropwise at −5˜0° C. over a period of about 1.5 hr
  2. additionAfter the addition
  3. additionThe mixture was poured
  4. stirringwith vigorous stirring
  5. filtrationthe precipitate was collected by filtration
  6. dissolutionThe precipitate was dissolved in EtOAc
  7. washwashed with brine
  8. dry with materialdried over anhydrous Na2SO4
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-520faaba99414ee986fd8ebec9890b2d
출처 데이터셋
uspto-grants-2015_04
특허 번호
US08999987B2

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