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Sodium Hydroxide → (2,6-Diethyl-4-methylphenyl)glyoxylic acid

HRID 335403
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 335403
[CH2:1]([C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH2:10][CH3:11])[C:4]=1[C:12](=[O:18])[C:13]([O:15]CC)=[O:14])[CH3:2].[OH-].[Na+]>O1CCCC1>[CH2:10]([C:5]1[CH:6]=[C:7]([CH3:9])[CH:8]=[C:3]([CH2:1][CH3:2])[C:4]=1[C:12](=[O:18])[C:13]([OH:15])=[O:14])[CH3:11]
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Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 56942718Ethyl (2,6-diethyl-4-methylphenyl)glyoxylate

Produkt 1

HCID 56942555(2,6-Diethyl-4-methylphenyl)glyoxylic acidAusbeute 58,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a 3 L volume four-necked flask, ethyl 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetate (9-a) (320.82 g) and tetrahydrofuran (600 ml) were added at room temperature and cooled. 10.7% by weight of aqueous sodium hydroxide solution (900 ml) was added dropwise at 10° C. over 2 hours. The resulting mixture was stirred at room temperature for 1 hour. After the organic solvent was removed under reduced pressure, tert-butyl methyl ether was added to the aqueous layer to wash. After the organic layer was removed, to the aqueous layer was added dropwise concentrated hydrochloric acid (180 ml), and extracted with tert-butyl methyl ether. The organic layer was concentrated under reduced pressure to give 166.55 g of 2-(2,6-diethyl-4-methylphenyl)-2-oxoacetic acid (8-a).

Aufarbeitung

  1. temperaturecooled
  2. customAfter the organic solvent was removed under reduced pressure, tert-butyl methyl ether
  3. additionwas added to the aqueous layer
  4. washto wash
  5. customAfter the organic layer was removed, to the aqueous layer
  6. additionwas added dropwise concentrated hydrochloric acid (180 ml)
  7. extractionextracted with tert-butyl methyl ether
  8. concentrationThe organic layer was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5a331f99b97c4f76b18217b2195f22aa
Quelldatensatz
uspto-grants-2014_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08884010B2

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