StartseiteMCPWorkbenchSkills
StartseiteWorkbenchBenachrichtigungenMein Bereich
llms.txt · MCP-AnleitungDatenschutz · Nutzungsbedingungen · Supportv1.8.0
  1. Startseite
  2. /Reaktion

Sulfuric Acid → 4,4,5,5-Tetramethyl-2-[3-(trifluoromethoxy)phenyl]-1,3,2-dioxaborolane

HRID 2288774
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2288774
[F:1][C:2]([F:12])([F:11])[O:3][C:4]1[CH:5]=[C:6](Br)[CH:7]=[CH:8][CH:9]=1.[Mg].[B:14](OC)(OC)OC.S(=O)(=O)(O)O.[OH:26][C:27]([C:30]([OH:33])([CH3:32])[CH3:31])([CH3:29])[CH3:28]>C(OCC)C>[CH3:28][C:27]1([CH3:29])[C:30]([CH3:32])([CH3:31])[O:33][B:14]([C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([O:3][C:2]([F:12])([F:11])[F:1])[CH:5]=2)[O:26]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 5

HCID 1118Sulfuric AcidHCID 6425PinacolHCID 8470Trimethyl borateHCID 5199641-Bromo-3-(trifluoromethoxy)benzeneHCID 5462224Magnesium

Produkt 1

HCID 27606024,4,5,5-Tetramethyl-2-[3-(trifluoromethoxy)phenyl]-1,3,2-dioxaborolane

Reagenzien, Katalysatoren, Lösungsmittel

1
HCID 3283Diethyl EtherLösungsmittel3×

Versuchsvorschrift

2.41 g of 3-(trifluoromethoxy)brombenzene are dissolved in 25 ml of diethyl ether and added dropwise to a suspension of 0.28 g of magnesium in 25 ml of diethyl ether such that the solution remains at the boil. After addition is complete, the mixture is stirred under reflux for 2 h. The cooled solution is added dropwise to a solution of 1.16 ml of trimethyl borate in 25 ml of diethyl ether at a temperature of <-50° C. and then stirred at room temperature for 2 h. 5 ml of 40% strength sulfuric acid and 1.21 g of pinacol are successively added to this solution. After 30 minutes, the solvent is removed on a Rotavapor, the residue is neutralized using saturated sodium hydrogencarbonate solution and the mixture is extracted three times with methyl tert-butyl ether. The organic phase is dried over magnesium sulfate and concentrated in vacuo. 4,4,5,5-Tetramethyl-2-(3-trifluoromethoxy-phenyl)-[1,3,2]dioxaborolane is obtained, which is reacted further without further purification.

Aufarbeitung

  1. additionAfter addition
  2. temperatureunder reflux for 2 h
  3. stirringstirred at room temperature for 2 h
  4. customthe solvent is removed on a Rotavapor
  5. extractionthe mixture is extracted three times with methyl tert-butyl ether
  6. dry with materialThe organic phase is dried over magnesium sulfate
  7. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-9b30f7584be149fe8567903e7ae1e576
Quelldatensatz
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06090833

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion