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Hydrochloric Acid → 1-(4-Amino-3,5-dimethyl-phenyl)-2,2,2-trifluoro-1-(4-fluorophenyl)-ethanol

HRID 1917053
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1917053
[F:1][C:2]([F:30])([F:29])[C:3]([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)([C:5]1[CH:10]=[C:9]([CH3:11])[C:8]([N:12]([Si](C)(C)C)[Si](C)(C)C)=[C:7]([CH3:21])[CH:6]=1)[OH:4].Cl.[OH-].[Na+]>O1CCCC1>[NH2:12][C:8]1[C:9]([CH3:11])=[CH:10][C:5]([C:3]([C:22]2[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=2)([OH:4])[C:2]([F:1])([F:29])[F:30])=[CH:6][C:7]=1[CH3:21]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 594978232,2,2-Trifluoro-1-(4-fluoro-phenyl)-1-[4-(1,1,1,3,3,3-hexamethyl disilazan-2-yl)-3,5-dimethyl-phenyl]-ethanol

Produkt 1

HCID 594978191-(4-Amino-3,5-dimethyl-phenyl)-2,2,2-trifluoro-1-(4-fluorophenyl)-ethanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028
Tetrahydrofuran
Lösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To a solution of 2,2,2-trifluoro-1-(4-fluoro-phenyl)-1-[4-(1,1,1,3,3,3-hexamethyl disilazan-2-yl)-3,5-dimethyl-phenyl]-ethanol (Example I2) (5 mmol) in tetrahydrofuran (15 ml) was added aqueous hydrochloric acid (concentrated) (1 ml) at 20° C. The reaction mixture was stirred at 20° C. for 15 hours. The reaction mixture was neutralized by addition of aqueous sodium hydroxide (4M). The mixture was extracted with diethyl ether. The organic phase was dried over sodium sulfate, filtered through a plug of silica gel and concentrated. The residue was triturated with heptane and a small amount of diethyl ether, then filtered and dried. The title compound was isolated as off-white crystals.

Aufarbeitung

  1. customat 20° C
  2. extractionThe mixture was extracted with diethyl ether
  3. dry with materialThe organic phase was dried over sodium sulfate
  4. filtrationfiltered through a plug of silica gel
  5. concentrationconcentrated
  6. customThe residue was triturated with heptane
  7. filtrationa small amount of diethyl ether, then filtered
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-73cadd65aa904144928d79a4b7175d74
Quelldatensatz
uspto-grants-2013_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08618173B2

Notizen zur Reaktion

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