Methanol → 1,3-Di-tert-butylbenzene

HRID 2061950Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2061950
CS(O[C:6]1[CH:11]=[CH:10][C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])=[CH:8][C:7]=1[C:16]([CH3:19])([CH3:18])[CH3:17])(=O)=O.C([O-])=O.[Li+].CO>[Pd].[C].O>[C:12]([C:9]1[CH:10]=[CH:11][CH:6]=[C:7]([C:16]([CH3:19])([CH3:18])[CH3:17])[CH:8]=1)([CH3:15])([CH3:14])[CH3:13]

Komponenten

6

Edukt 3

HCID 887MethanolHCID 23680280Lithium formateHCID 445427162,4-Di-tert-butylphenyl methanesulfonate

Produkt 1

HCID 1368101,3-Di-tert-butylbenzeneAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysator2×HCID 962WaterLösungsmittel

Versuchsvorschrift

In a nitrogen atmosphere under normal pressure, 2,4-di-tert-butylphenyl methanesulfonate (500 g, 1.76 mols), lithium formate (183 g, 3.52 mols) and methanol (3000 g) were mixed at 25° C., and with stirring, 10 mass % Pd/carbon (50 mass % water-containing product) (100 g) (as metal palladium; 1 mass % relative to 2,4-di-tert-butylphenyl methanesulfonate) as supported by a carbon carrier having a specific surface area of 780 m2/g (by BET method) was put into it. With stirring, the reaction liquid was reacted at the same temperature for 4 hours. Water (100 mL) was added to the reaction liquid and Pd-carbon was separated through filtration, then heptane (500 g) was added to the filtrate. The organic layer obtained after extraction was concentrated under reduced pressure to give crude 1,3-di-tert-butylbenzene (334 g, yield 100% by mass).

Aufarbeitung

  1. stirringWith stirring
  2. customthe reaction liquid
  3. customwas reacted at the same temperature for 4 hours
  4. customwas separated through filtration
  5. additionheptane (500 g) was added to the filtrate
  6. customThe organic layer obtained
  7. extractionafter extraction
  8. concentrationwas concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-016669ea2bd44e0b8a3f68feac687b37
Quelldatensatz
uspto-grants-2012_10
Patentnummer
US08283508B2

Notizen zur Reaktion

Wird geladen…