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

HRID 1467705

反応式

HRID 1467705 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 230097625-Chloro-2-methyl-3-nitrobenzoic acid収率 78.9%

試薬・触媒・溶媒 1

HCID 1118Sulfuric Acid溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-520faaba99414ee986fd8ebec9890b2d
出典データセット
uspto-grants-2015_04
特許番号
US08999987B2

関連ノート

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