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

Trimethyl orthoformate → 6-tert-Butyl-4-(1,1-dimethoxyethyl)-2-iodoanisole

HRID 2223768
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2223768
[CH:1]([O:6][CH3:7])([O:4][CH3:5])OC.O.[C:9]1(C)C=CC(S(O)(=O)=O)=CC=1.[C:20]([C:24]1[CH:25]=[C:26](C(=O)C)[CH:27]=[C:28]([I:32])[C:29]=1[O:30][CH3:31])([CH3:23])([CH3:22])[CH3:21].C(=O)([O-])[O-].[K+].[K+]>CO>[C:20]([C:24]1[C:29]([O:30][CH3:31])=[C:28]([I:32])[CH:27]=[C:26]([C:1]([O:4][CH3:5])([O:6][CH3:7])[CH3:9])[CH:25]=1)([CH3:23])([CH3:21])[CH3:22]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 9005Trimethyl orthoformateHCID 11430Potassium CarbonateHCID 521998p-Toluenesulfonic acid monohydrateHCID 672849731-(3-tert-Butyl-5-iodo-4-methoxyphenyl)ethanone

Produkt 1

HCID 672850366-tert-Butyl-4-(1,1-dimethoxyethyl)-2-iodoanisoleAusbeute 935,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Methanol (6 mL), trimethyl orthoformate (262 mg, 2.4 mmol), and p-toluenesulfonic acid monohydrate (TsOH.H2O) (38 mg, 0.2 mmol) were added to 1-(3-tert-butyl-5-iodo-4-methoxyphenyl)ethanone (664 mg, 2 mmol), and this was stirred at room temperature for 2 hours, and then at 60° C. for 1 hour. After stirring for another 3 hours at 0° C., potassium carbonate (138 mg, 1.0 mmol) was added, and after stirring for 1.5 hours on ice, the reaction solution was concentrated to dryness. Water (5 mL) and toluene (10 mL) were added to this residue and the solution was separated. The organic layer was washed with water (5 mL) and the solvent was distilled off (50° C.) to obtain 708 mg of the subject compound as pale brown crystals (yield: 93.6%).

Aufarbeitung

  1. waitat 60° C. for 1 hour
  2. stirringAfter stirring for another 3 hours at 0° C.
  3. stirringafter stirring for 1.5 hours on ice
  4. concentrationthe reaction solution was concentrated to dryness
  5. additionWater (5 mL) and toluene (10 mL) were added to this residue
  6. customthe solution was separated
  7. washThe organic layer was washed with water (5 mL)
  8. distillationthe solvent was distilled off (50° C.)

Quellen und Nachweise

ORD-Eintrag
ord-1b48ad612ce5438fbae216cb5103ef5b
Quelldatensatz
uspto-grants-2008_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07375236B2

Notizen zur Reaktion

Wird geladen…

Auf dieser SeiteKomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion