Hydrochloric Acid → 4-(4-Methoxy-3-methylphenyl)-4-oxobutanoic acid

HRID 1166637노트

반응식

HRID 1166637 반응식
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH2:3][CH2:2]1.ClC(Cl)C(Cl)Cl.[Al+3].[Cl-].[Cl-].[Cl-].[CH3:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][CH3:26].Cl>O.ClCCl>[CH3:26][O:25][C:20]1[CH:21]=[CH:22][C:23]([C:4](=[O:5])[CH2:3][CH2:2][C:1]([OH:6])=[O:7])=[CH:24][C:19]=1[CH3:18]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 65911,1,2,2-TetrachloroethaneHCID 7922Succinic anhydrideHCID 336372-Methylanisole2회HCID 6451240Aluminum(III) Chloride

생성물 1

HCID 31635964-(4-Methoxy-3-methylphenyl)-4-oxobutanoic acid수율 76.1%

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

To a solution of succinic anhydride (12.0 g, 122.0 mmol) and 50 mL of 1,1,2,2,-tetrachloroethane at room temperature was added AlCl3 (21.5 g, 161.2 mmol) and 2-methylanisole (Compound 1, 10 mL, 81.0 mmol). The resulting solution was stirred for 4 h at room temperature, then poured into a solution of concentrated HCl (20 mL) in water (50 mL) and ice. Dichloromethane was added, and the bottom layer was separated. The solvents were removed under reduced pressure, and the residue was dissolved in a boiling solution of sodium carbonate (30 g Na2CO3 in 160 mL H2O) for 10 min, and filtered. The filtrate was acidified with concentrated HCl to pH=0-1, and crystallized in a salt ice bath. The solid product was filtered and washed with cold water, and dried in the air to give 13.7 g (76%) of the title compound as an off-white solid.

후처리

  1. customthe bottom layer was separated
  2. customThe solvents were removed under reduced pressure
  3. dissolutionthe residue was dissolved in a boiling solution of sodium carbonate (30 g Na2CO3 in 160 mL H2O) for 10 min
  4. filtrationfiltered
  5. customcrystallized in a salt ice bath
  6. filtrationThe solid product was filtered
  7. washwashed with cold water
  8. customdried in the air

출처 및 근거

ORD 기록
ord-a5caa0ea45314c118975a5861ab9790c
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06613917B1

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