Methanol → Methyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate

HRID 413535Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 413535
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:18])([CH3:17])[C:14]([OH:16])=[O:15])=[CH:9][CH:8]=1)=[O:6].[CH3:19]O>Cl>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([C:13]([CH3:18])([CH3:17])[C:14]([O:16][CH3:19])=[O:15])=[CH:9][CH:8]=1)=[O:6]

Komponenten

4

Edukt 2

HCID 887MethanolHCID 109235672-(4-(4-Chlorobutanoyl)phenyl)-2-methylpropanoic acid

Produkt 1

HCID 10062338Methyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetateAusbeute 95,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel2×

Versuchsvorschrift

Dissolve 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid (6.2 g, 23.1 mmol) in hot methanolic solution of anhydrous hydrogen chloride (42 mL of a methanol containing 3.2 g of anhydrous hydrogen chloride). Reflux for 42 minutes, evaporate the solvent in vacuo, dissolve the residue in methylene chloride and wash with water. Dry (MgSO4), filter through silica gel, washing the gel with methylene chloride. Combine the organic washings and evaporate the solvent in vacuo to give the title compound as a clear oil (6.21 g, 94%).

Aufarbeitung

  1. temperatureReflux for 42 minutes
  2. customevaporate the solvent in vacuo
  3. dissolutiondissolve the residue in methylene chloride
  4. washwash with water
  5. dry with materialDry (MgSO4)
  6. filtrationfilter through silica gel
  7. washwashing the gel with methylene chloride
  8. customevaporate the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-3794948d799644c7bff702d4331f14ff
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06566526B2

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