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

HRID 2397263

반응식

HRID 2397263 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4ae58289850d4c788ccb9dc51c7daa2c
출처 데이터셋
uspto-grants-1977_05
특허 번호
US04021457

연결된 노트

불러오는 중…