Hydrochloric Acid → 2-(2,5-Dimethoxybenzoyl)benzoic acid

HRID 2397263

反応式

HRID 2397263 の反応式
[C:1]1(=[O:11])[O:6][C:4](=[O:5])[C:3]2=[CH:7][CH:8]=[CH:9][CH:10]=[C:2]12.[Cl-].[Al+3].[Cl-].[Cl-].[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][CH:19]=1.Cl>C(Cl)Cl>[CH3:16][O:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH3:25])=[CH:20][C:19]=1[C:4]([C:3]1[CH:7]=[CH:8][CH:9]=[CH:10][C:2]=1[C:1]([OH:6])=[O:11])=[O:5]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 6811Phthalic AnhydrideHCID 90161,4-DimethoxybenzeneHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 3389962-(2,5-Dimethoxybenzoyl)benzoic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

Phthalic anhydride (17.8 g, 0.1 mole) is suspended in 100 ml. dry methylene chloride (previously distilled over anhydrous potassium carbonate). To the suspension is added anhydrous aluminum chloride (30.5 g, 0.23 mole) in one portion. The suspension quickly became bright yellow and is stirred at room temperature for 2 hours. A solution of p-dimethoxybenzene (27.6 g, 0.2 mole) in methylene chloride (100 ml) is added slowly to the vigorously stirred solution. The reaction mixture is stirred overnight at 25° and poured onto ice (300 g) and concentrated hydrochloric acid (50 ml). The slurry was stirred for 30 minutes and extracted with chloroform (4 × 150 ml). A white precipitate suspended in the aqueous layer is collected by filtration. The organic extract was washed once with water (200 ml) and washed with saturated sodium bicarbonate (4 × 150 ml). The aqueous bicarbonate extract is washed once with chloroform (150 ml) and acidified with concentrated hydrochloric acid, the mixture cooled on an ice bath and filtered. The residue is washed well with water and dried under reduced pressure and combined with the white precipitate to yield 2-(2' ,5'-dimethoxybenzoyl) benzoic acid (I) as a pale yellow solid.

後処理

  1. distillationdry methylene chloride (previously distilled over anhydrous potassium carbonate)
  2. stirringThe reaction mixture is stirred overnight at 25°
  3. stirringThe slurry was stirred for 30 minutes
  4. extractionextracted with chloroform (4 × 150 ml)
  5. filtrationis collected by filtration
  6. extractionThe organic extract
  7. washwas washed once with water (200 ml)
  8. washwashed with saturated sodium bicarbonate (4 × 150 ml)
  9. extractionThe aqueous bicarbonate extract
  10. washis washed once with chloroform (150 ml)
  11. temperaturethe mixture cooled on an ice bath
  12. filtrationfiltered
  13. washThe residue is washed well with water
  14. customdried under reduced pressure

出典と根拠

ORDレコード
ord-4ae58289850d4c788ccb9dc51c7daa2c
出典データセット
uspto-grants-1977_05
特許番号
US04021457

関連ノート

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