Sodium Hydroxide → Benzofuran, 2,3-dihydro-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-

HRID 2253351Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2253351
FC(F)(F)S(O)(=O)=O.[CH3:9][C:10]([O:21][C:22]1[CH:27]=[C:26]([CH3:28])[CH:25]=[C:24]([CH3:29])[C:23]=1[CH3:30])([CH3:20])[CH:11]([C:13]1[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=1)O.[OH-].[Na+]>C1(C)C=CC=CC=1>[CH3:9][C:10]1([CH3:20])[CH:11]([C:13]2[CH:18]=[CH:17][C:16]([CH3:19])=[CH:15][CH:14]=2)[C:27]2[C:26]([CH3:28])=[CH:25][C:24]([CH3:29])=[C:23]([CH3:30])[C:22]=2[O:21]1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 62406Trifluoromethanesulfonic acidHCID 9944111HCID 9944111, Verbindung

Produkt 1

HCID 10850374Benzofuran, 2,3-dihydro-2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-Ausbeute 74 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

Trifluoromethanesulfonic acid (7.5 mL) was added to a solution of 2-methyl-1-(4-methylphenyl)-2-(2,3,5-trimethylphenoxy)-1-propanol (253.7 g) obtained in Example 2 in toluene (1260 mL), and the mixture was stirred at 50° C. for 30 minutes and then for 1 hour under reflux. To the mixture was added 1N NaOH (756 mL) at 25° C. The toluene layer was separated and washed with water, and the solvent was distilled off. The residue was dissolved in isopropanol (1511 mL) and water (756 mL) was added thereto. Precipitated crystals were filtered to obtain the title compound (176.33 g, 74%).

Aufarbeitung

  1. temperaturefor 1 hour under reflux
  2. customThe toluene layer was separated
  3. washwashed with water
  4. distillationthe solvent was distilled off
  5. dissolutionThe residue was dissolved in isopropanol (1511 mL)
  6. additionwater (756 mL) was added
  7. customPrecipitated crystals
  8. filtrationwere filtered

Quellen und Nachweise

ORD-Eintrag
ord-623aff9c6a0d4d5da9d8ab455ec3bb62
Quelldatensatz
uspto-grants-2008_01
Patentnummer
US07323577B2

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