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HCID 90229603, Verbindung → HCID 90229275, Verbindung

HRID 1505764
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1505764
[F:1][C:2]([F:27])([F:26])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([NH:11][C:12]1[CH:13]=[C:14]([C:21]([O:23]CC)=[O:22])[C:15]2[O:19][CH2:18][CH2:17][C:16]=2[CH:20]=1)=[O:10]>CCO.[OH-].[Na+]>[F:26][C:2]([F:1])([F:27])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([NH:11][C:12]1[CH:13]=[C:14]([C:21]([OH:23])=[O:22])[C:15]2[O:19][CH2:18][CH2:17][C:16]=2[CH:20]=1)=[O:10]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 90229603HCID 90229603, Verbindung

Produkt 1

HCID 90229275HCID 90229275, VerbindungAusbeute 95,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a suspension of ethyl 5-({[2-(trifluoromethyl)phenyl]carbonyl}amino)-2,3-dihydro-1-benzofuran-7-carboxylate (220 mg) obtained in Step 2 in EtOH (5 mL), 1N aqueous sodium hydroxide solution (1 mL) was added and the mixture was stirred at 80° C. for 4 hours. The reaction mixture was cooled to room temperature, and EtOH was removed under reduced pressure. To the residue was added water, and the solution was acidified to pH 3 with 1N hydrochloric acid under ice-cooling and extracted with ethyl acetate. The organic layer was washed sequentially with water and brine, dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure to obtain the titled compound (195 mg) as slightly yellow powder.

Aufarbeitung

  1. additionwas added
  2. temperatureThe reaction mixture was cooled to room temperature
  3. customEtOH was removed under reduced pressure
  4. additionTo the residue was added water
  5. temperaturecooling
  6. extractionextracted with ethyl acetate
  7. washThe organic layer was washed sequentially with water and brine
  8. dry with materialdried over anhydrous magnesium sulfate
  9. customthe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-4b65986685884212a4348b4cbe52e09e
Quelldatensatz
uspto-grants-2015_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09216968B2

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