Sulfuric Acid → Methyl alpha-phenylbenzeneacetate

HRID 388257

Reaktionsgleichung

Reaktionsgleichung von HRID 388257
[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([OH:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.[C:22]([O-])(O)=O.[Na+]>CO>[C:1]1([CH:7]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([O:10][CH3:22])=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 8333Diphenylacetic AcidHCID 516892Sodium Bicarbonate

Produkt 1

HCID 77019Methyl alpha-phenylbenzeneacetateAusbeute 93 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 2,2-diphenylacetic acid (1 gram, 1 equiv) in dry MeOH (50 mL) was added sulfuric acid (0.4 mL) dropwise and heated to reflux. Stirring was then continued for 3 hours. The reaction mixture was then cooled and poured into saturated aqueous NaHCO3 and extracted with EtOAc. The combined organic fractions were dried over Na2SO4, filtered, and concentrated under reduced pressure to yield an oil (1.0 g, 93%) that was not further purified.

Aufarbeitung

  1. temperatureheated to reflux
  2. temperatureThe reaction mixture was then cooled
  3. extractionextracted with EtOAc
  4. dry with materialThe combined organic fractions were dried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4fd80ac317c540d0a47855ff3d37e48b
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08377930B2

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