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Hydrochloric Acid → HCID 54107311, Verbindung

HRID 2296692
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2296692
[Cl:1][C:2]1[CH:3]=[C:4]([C:18]([NH:21]C(C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=[CH:19][CH:20]=1)[C:5]([OH:17])([C:10]#[C:11][C:12]1[O:13][CH:14]=[CH:15][CH:16]=1)[C:6]([F:9])([F:8])[F:7].Cl.C(=O)(O)[O-]>CO>[NH2:21][C:18]1[C:4]([C:5]([OH:17])([C:10]#[C:11][C:12]2[O:13][CH:14]=[CH:15][CH:16]=2)[C:6]([F:7])([F:8])[F:9])=[CH:3][C:2]([Cl:1])=[CH:20][CH:19]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 769Bicarbonate IonHCID 15486989HCID 15486989, Verbindung

Produkt 1

HCID 54107311HCID 54107311, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a stirred solution of 2.0 g of 3-Chloro-6-(triphenylmethy)amino-α-(2-furanyl)ethynyl-α-(trifluoromethyl)benzyl alcohol (Example 9, Part B) in 20 mL of methanol was added 0.125 mL of 12 N aqueous hydrochloric acid, and the resulting solution was stirred at ambient temperature for 30 min. The reaction mixture was poured onto aqueous bicarbonate and extracted with ether. The ether layer was washed with brine, dried and evaporated. The residue was dissolved in methanol after cooling in ice for 1 h, the precipitated methyl trityl ether was filtered off. After evaporation of the filtrate, the residue was chromatographed over silica gel (elution with hexanes/ethyl acetate 3:1) affording after crystalization from hexane/ethyl acetate 280 mg of the title compound.

Aufarbeitung

  1. extractionextracted with ether
  2. washThe ether layer was washed with brine
  3. customdried
  4. customevaporated
  5. dissolutionThe residue was dissolved in methanol
  6. temperatureafter cooling in ice for 1 h
  7. filtrationthe precipitated methyl trityl ether was filtered off
  8. customAfter evaporation of the filtrate
  9. customthe residue was chromatographed over silica gel (elution with hexanes/ethyl acetate 3:1)
  10. customaffording
  11. customafter crystalization from hexane/ethyl acetate 280 mg of the title compound

Quellen und Nachweise

ORD-Eintrag
ord-3bdb65be9d7f4899b991132a70049fa0
Quelldatensatz
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06489320B1

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