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Potassium Carbonate → 1-[3,5-Dimethoxy-benzyloxy]-2-[toluene-4-sulfonyloxy]benzene

HRID 1976208
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1976208
[C:1]1([CH3:18])[CH:6]=[CH:5][C:4]([S:7]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[OH:17])(=[O:9])=[O:8])=[CH:3][CH:2]=1.BrC[C:21]1[CH:26]=[CH:25][C:24]([O:27][CH3:28])=[CH:23][C:22]=1[O:29][CH3:30].[C:31](=O)([O-])[O-].[K+].[K+].C1OCCOCCOCCOCCOCCOC1>CC(C)=O>[CH3:28][O:27][C:24]1[CH:25]=[C:26]([CH:21]=[C:22]([O:29][CH3:30])[CH:23]=1)[CH2:31][O:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[O:10][S:7]([C:4]1[CH:3]=[CH:2][C:1]([CH3:18])=[CH:6][CH:5]=1)(=[O:8])=[O:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 11430Potassium CarbonateHCID 2855718-Crown-6HCID 17221462-Hydroxyphenyl 4-methylbenzenesulfonateHCID 151519071-(Bromomethyl)-2,4-dimethoxybenzene

Produkt 1

HCID 220006591-[3,5-Dimethoxy-benzyloxy]-2-[toluene-4-sulfonyloxy]benzene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180
Acetone
Lösungsmittel

Versuchsvorschrift

Toluene-4-sulfonic acid, 2-hydroxyphenyl ester (0.64 g, 2.42 mmol), 4-bromomethyl-1,3-dimethoxy-benzene (0.56 g, 2.42 mmol), potassium carbonate (0.36 g, 2.62 mmol) and 18-crown-6-ether (0.06 g, 0.24 mmol) were stirred together at room temperature in acetone (20 cm3, 99%) under nitrogen for 28 hours. The solution was evaporated under reduced pressure, and the residue was taken up in dichloromethane (20 cm3) and water (20 cm3). The aqueous layer was extracted with dichloromethane (2×20 cm3), and the combined extracts were washed with water (2×50 cm3), dried (MgSO4), and evaporated under reduced pressure. The residue was chromatographed (SiO2, dichloromethane) to give the ether, (0.84 g, 83%) as a clear oil.

Aufarbeitung

  1. customThe solution was evaporated under reduced pressure
  2. extractionThe aqueous layer was extracted with dichloromethane (2×20 cm3)
  3. washthe combined extracts were washed with water (2×50 cm3)
  4. dry with materialdried (MgSO4)
  5. customevaporated under reduced pressure
  6. customThe residue was chromatographed (SiO2, dichloromethane)
  7. customto give the ether, (0.84 g, 83%) as a clear oil

Quellen und Nachweise

ORD-Eintrag
ord-25215e3234eb419f9704a9e5c703f5c4
Quelldatensatz
uspto-grants-2001_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06225352B1

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