Hydrochloric Acid → 4-[3-(3-Acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoic acid

HRID 986705노트

반응식

HRID 986705 반응식
[C:1]([O:4][C:5]1[C:6]([CH2:33][CH2:34][CH3:35])=[C:7]([CH:27]=[CH:28][C:29]=1[C:30](=[O:32])[CH3:31])[O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:25]=[CH:24][C:16]([C:17]([O:19]C(C)(C)C)=[O:18])=[CH:15][C:14]=1[Br:26])(=[O:3])[CH3:2].Cl>O1CCOCC1>[C:1]([O:4][C:5]1[C:6]([CH2:33][CH2:34][CH3:35])=[C:7]([CH:27]=[CH:28][C:29]=1[C:30](=[O:32])[CH3:31])[O:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:25]=[CH:24][C:16]([C:17]([OH:19])=[O:18])=[CH:15][C:14]=1[Br:26])(=[O:3])[CH3:2]

참가 물질

4

반응물 2

HCID 313Hydrochloric Acid2회HCID 20157030Tert-butyl 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoate

생성물 1

HCID 137456304-[3-(3-Acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoic acid수율 26%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매3회

실험 절차

To a solution of tert-butyl 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoate (1.5 g) in dioxane (10 ml) was added a cooled solution of 2 N hydrogen chloride in dioxane (10 ml) at 20° C. under stirring. The reaction mixture was warmed to room temperature, and stirred for 30 minutes. To the mixture was added an additional cooled solution of 2 N hydrogen chloride in dioxane (10 ml). The mixture was stirred for 1.5 hours and subjected to concentration under reduced pressure. The residue was dissolved in chloroform (30 ml), and the solution was washed with water (30 ml) and dried with magnesium sulfate. The solvent was removed by evaporation, and the residue was dissolved in isopropyl ether. The solution was treated with activated carbon, and to the solution was added hexane to give crystals. The crystals were collected by filtration, subjected to silica gel column chromatography, and subjected to recrystallization from aqueous ethanol to give colorless crystals of 4-[3-(3-acetoxy-4-acetyl-2-propylphenoxy)propoxy]-3-bromobenzoic acid (0.35 g). M.p. 154°-156° C.

후처리

  1. stirringstirred for 30 minutes
  2. stirringThe mixture was stirred for 1.5 hours
  3. concentrationsubjected to concentration under reduced pressure
  4. dissolutionThe residue was dissolved in chloroform (30 ml)
  5. washthe solution was washed with water (30 ml)
  6. dry with materialdried with magnesium sulfate
  7. customThe solvent was removed by evaporation
  8. dissolutionthe residue was dissolved in isopropyl ether
  9. additionThe solution was treated with activated carbon
  10. additionto the solution was added hexane
  11. customto give crystals
  12. filtrationThe crystals were collected by filtration
  13. customsubjected to recrystallization from aqueous ethanol

출처 및 근거

ORD 기록
ord-0d84a2936521490c904bb8da3a0c2159
출처 데이터셋
uspto-grants-1987_12
특허 번호
US04714774

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