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

HRID 1166637ノート

反応式

HRID 1166637 の反応式
[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]

参加物

8

反応物 5

HCID 313Hydrochloric AcidHCID 65911,1,2,2-TetrachloroethaneHCID 7922Succinic anhydrideHCID 336372-Methylanisole2 回HCID 6451240Aluminum(III) Chloride

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-a5caa0ea45314c118975a5861ab9790c
出典データセット
uspto-grants-2003_09
特許番号
US06613917B1

反応ノート

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