HCID 21973112, Verbindung → 4-((3,5-Bis(trifluoromethyl)benzyloxy)methyl)-4-phenylazepane

HRID 11218

Reaktionsgleichung

Reaktionsgleichung von HRID 11218
[F:1][C:2]([F:31])([F:30])[C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=1)[CH2:6][O:7][CH2:8][C:9]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][CH2:14][CH2:13][NH:12][C:11](=O)[CH2:10]1>C(OCC)C>[F:30][C:2]([F:1])([F:31])[C:3]1[CH:4]=[C:5]([CH:23]=[C:24]([C:26]([F:29])([F:28])[F:27])[CH:25]=1)[CH2:6][O:7][CH2:8][C:9]1([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:15][CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1

Komponenten

3

Edukt 1

HCID 21973112HCID 21973112, Verbindung

Produkt 1

HCID 116261604-((3,5-Bis(trifluoromethyl)benzyloxy)methyl)-4-phenylazepane

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
65 °C

Versuchsvorschrift

The mixture of Isomer A of 4-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-4-phenylazepan-2-one (90 mg, 0.20 mmol) in borone.THF complex solution (1.5 M in diethyl ether, 1.08 mL) was stirred at room temperature overnight and then at 65° C. for 1 hr. After cooling down, the mixture was concentrated under vacuum and methanol (0.4 mL) and 1N HCl solution (0.4 mL) was added and the mixture was stirred at 65° C. for 2 hr. After cooling down, the mixture was concentrated under vacuum and neutralized with 1N NaOH solution and extracted with dichloromethane 3 times. The combined organic layers were dried over magnesium sulfate, filtered and concentrated under vacuum to give the product as a clear colorless sticky oil (quantitative yield).

Aufarbeitung

  1. temperatureAfter cooling down
  2. concentrationthe mixture was concentrated under vacuum and methanol (0.4 mL) and 1N HCl solution (0.4 mL)
  3. additionwas added
  4. temperatureAfter cooling down
  5. concentrationthe mixture was concentrated under vacuum
  6. extractionextracted with dichloromethane 3 times
  7. dry with materialThe combined organic layers were dried over magnesium sulfate
  8. filtrationfiltered
  9. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-f97e407b89e84fd9945ecbbef00955b6
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07098203B2

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