Hydrochloric Acid → 2-Trifluoromethyl-4-(4-ethoxyphenoxy)-1-benzyloxybenzene

HRID 1940257Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1940257
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[C:4]([C:16]([F:19])([F:18])[F:17])[CH:3]=1.[CH2:20]([O:22][C:23]1[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=1)[CH3:21].C(=O)([O-])[O-].[K+].[K+].Cl>[Cu]>[F:17][C:16]([F:19])([F:18])[C:4]1[CH:3]=[C:2]([O:29][C:26]2[CH:27]=[CH:28][C:23]([O:22][CH2:20][CH3:21])=[CH:24][CH:25]=2)[CH:7]=[CH:6][C:5]=1[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 121504-EthoxyphenolHCID 186201601-(Benzyloxy)-4-bromo-2-(trifluoromethyl)benzene

Produkt 1

HCID 214662732-Trifluoromethyl-4-(4-ethoxyphenoxy)-1-benzyloxybenzeneAusbeute 41,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23978CopperKatalysator

Versuchsvorschrift

Then, 5.10 g of 4-bromo-2-trifluoromethyl-1-benzyloxybenzene, 2.34 g of p-ethoxyphenol, 2.13 g of potassium carbonate, 100 mg of copper and 200 mg of cuprous chloride were charged into a reaction vessel, and stirred at 130° C. to 140° C. for 5 hours. The reaction solution was cooled to room temperature, poured into ice-water and then acidified by adding 10% hydrochloric acid. The solution was extracted twice with 100 ml of diethyl ether. Then, the ether layers were combined, washed with water, dried over anhydrous magnesium sulfate and concentrated to give a crude product. This crude product was subjected to silica gel chromatography to give 2.50 g of 2-trifluoromethyl-4-(4-ethoxyphenoxy)-1-benzyloxybenzene, (yield, 41%).

Aufarbeitung

  1. extractionThe solution was extracted twice with 100 ml of diethyl ether
  2. washwashed with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customto give a crude product
  6. customto give

Quellen und Nachweise

ORD-Eintrag
ord-1ce61016b8cc4b16a0ccb7b2956c3b6e
Quelldatensatz
uspto-grants-1997_12
Patentnummer
US05698702

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