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Sulfuric Acid → 2-(1,1-Dimethyl-2-oxopropoxy)propionic acid methyl ester

HRID 341649
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 341649
S(=O)(=O)(O)[OH:2].[CH3:6][O:7][C:8](=[O:17])[CH:9]([O:11][C:12]([CH3:16])([CH3:15])[C:13]#[CH:14])[CH3:10]>C([O-])(=O)C.[Hg+2].C([O-])(=O)C.O>[CH3:6][O:7][C:8](=[O:17])[CH:9]([O:11][C:12]([CH3:16])([CH3:15])[C:13](=[O:2])[CH3:14])[CH3:10]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 2

HCID 1118Sulfuric AcidHCID 595626712-(1,1-Dimethylprop-2-ynyloxy)propionic acid methyl ester

Produkt 1

HCID 595625612-(1,1-Dimethyl-2-oxopropoxy)propionic acid methyl esterAusbeute 141,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 15337Mercuric acetateKatalysatorHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of mercury (II) acetate (7.76 g, 0.024 mol), sulfuric acid (9 ml, 0.09 mol) and water (450 ml) is heated at 60° C. 2-(1,1-dimethylprop-2-ynyloxy)propionic acid methyl ester (90 g, 0.529 mol) is added carefully at 60° C. The reaction mixture is maintained at 60° C. for 8 hours and cooled to ambient temperature. The aqueous phase is extracted with diethyl ether (3×250 ml), the organic phases are combined, washed with water, and dried over anhydrous sodium sulfate. The mixture is filtered, and the filtrate is evaporated under reduced pressure. The residue is purified by column chromatography on silica gel to give 2-(1,1-dimethyl-2-oxopropoxy)propionic acid methyl ester (24 g) as a colorless oil.

Aufarbeitung

  1. temperatureThe reaction mixture is maintained at 60° C. for 8 hours
  2. temperaturecooled to ambient temperature
  3. extractionThe aqueous phase is extracted with diethyl ether (3×250 ml)
  4. washwashed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationThe mixture is filtered
  7. customthe filtrate is evaporated under reduced pressure
  8. customThe residue is purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-d4ab15b6213542d2ab6ddd1709c55b24
Quelldatensatz
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08895761B2

Notizen zur Reaktion

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